Vacation Home Rentals By Owner In Monticello, NY

$415.79

Newly Built Handcrafted Cozy Log Home

Monticello, New York, United States

Enjoy the sounds of nature, and seclusion when you stay in this unique hand crafted cozy log home sitting on a private 8 acre property surrounded by woods. It features a large pond with thousands of koi fish and is a 5 minute drive from Swinging Bridge lake. brbrThe unique house is newly constructed and completed in Spring of 2022. Furnishing was just completed in Summer 2022. Landscape work is still being completed, so we are offering stays at really low prices.

2

Bed

1

Bath

5

Sleeps

$1714.75

/ Nightly

Private Vacation Home

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello, New York, United States

Welcome to our newly renovated contemporary home, where every detail screams luxury and comfort! Situated on the shores of Swinging Bridge Reservoir, the largest motorboat lake in Sullivan County, prepare to be captivated by sprawling lakefront views from our floor-to-ceiling windows. With 5 acres of land to explore, including an inviting heated in-ground pool and a thrilling pool table in the basement, fun is always on the agenda here!brbrWhether you're a winter adventurer or a summer enthusiast, our home has something for everyone. Dive into our finished basement, where an array of amenities, games, and toys await your enjoyment. Feel the rush of excitement as you partake in watersports on the shimmering lake or gather around the in-ground firepit to create delicious pizzas in our outdoor pizza oven. With kayaks at your disposal and open land begging to be explored, the possibilities for fun are endless!brbrAnd here's the cherry on top: enjoy exclusive discounts for week-long and month-long stays! Please keep in mind additional guest fees apply for parties exceeding 14 guests, so let's keep the party honest and exciting for everyone involved.brbrTo ensure your stay is worry-free, we require all guests to purchase a $99 protection policy with CSA and place a fully refundable deposit of $500 or more. Alternatively, you can opt for a $5,000 deposit for ultimate peace of mind.brbrNow, before you pack your bags, a friendly reminder: while our property boasts luxurious finishes, it's still nestled in nature's embrace. Expect to encounter some of Mother Nature's critters during your stay—after all, it's all part of the adventure! Don't be surprised if our contracted workers pop by for routine maintenance and repairs—we're committed to keeping our home in top-notch condition for your enjoyment. Pool and lake accessibility are not guaranteed.brbrFor more details on house rules and other important information, please peruse the rental agreement provided. So what are you waiting for Your unforgettable lakeside escape awaits at our contemporary haven!

5

Bed

5

Bath

22

Sleeps

$950.35

/ Nightly

Hotel Resort

Welcome to the Catskill Mountains! 2 Comfortable Rooms! Pools and Arcade Onsite!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

2

Bed

2

Bath

8

Sleeps

$993.77

/ Nightly

Villa

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

Monticello, New York, United States

The Hemlock Estate: Your Dream Catskills Getaway*****brbrEscape to The Hemlock Estate, a private mini-estate nestled in the heart of the Catskills, just 90 minutes from NYC! With its perfect blend of modern luxury and rustic charm, this expansive property is ideal for relaxation, adventure, and making lasting memories with family and friends. Book your stay at one of our most loved homes based on guest ratings and reviews! brbr♛ Guest Favorite♛ brRated one of the top homes for its outstanding reliability and guest satisfaction!brbrProperty Highlights:brbr✔✔ Indoor Hot Tub ✔ ✔ brRelax in our sunroom with a year-round indoor hot tub, perfect for soaking after a day of activities or enjoying snow-covered views in winter.brbr✔ Heated Outdoor PoolbrOur outdoor pool (available June through September) is heated to a comfortable 80°F, with an option to raise the temperature for an additional fee. An oasis for hot summer days!brbr✔ Game Room brChallenge your group to a pool table, foosball, and board games in the spacious game room.brbr✔ Firepit & BBQ GrillbrGather around the firepit or grill a meal in the outdoor BBQ area for cozy evenings under the stars.brbr✔ Spacious Living AreasbrEnjoy a bright, open-concept living space with plenty of room to relax, including a dining room, comfy TV couches, and natural light throughout the property.brbr✔ Comfy Living Room Featuresbr- Large smart TV br- Board games & books brbrAccommodations:brbr♛ Sleeps large familiesbrThe estate accommodates guests in beds with additional space for more guests (using couches or other areas). Ideal for family gatherings, reunions, or group retreats!brbr♛ Modern & Cozy Bedroomsbr- 5-star comfy beds in every room br- Fresh linens, new mattresses, nightstands, and plenty of closet space br- Rooms designed for ultimate relaxation and comfort brbrbrFully Equipped Kitchen:brbr- Basic pots, pans, and dishes for quick meals or gourmet dinners br- Coffee Bar with a Keurig, coffee maker, urn, and a variety of coffee and tea br- Kitchen Appliances: Microwave, gas stovetop, oven, toaster, large refrigerator, freezer, dishwasher, and sink br- Spacious Modern Dining Room: with extra folding tables and chairs for a cozy, group-friendly dining experience , plus breakfast stools in kitchenbrbr Private Pontoon Boat RentalsbrExplore nearby lakes with exclusive pontoon boat rentals, perfect for a day on the water.brbr**Nearby Attractions** brFrom skiing, snow tubing, and golf in the winter, to fishing and horseback riding in the warmer months, the area has something for everyone! The Resorts World Casino and Kartrite Waterpark are just a short drive away.brbr❖ Kosher Amenities ❖brPerfect for kosher-keeping guests: br- Several kosher stores and eateries nearby all yearbr- Minyanim available year-round, with a walkable minyan 15 minutes during summer, 30 winter br- Hot plate and crockpot available upon request for Shabbos in advancebrPlus, kosher restaurants, supermarkets, and a year-round mikvah are nearby.brbr✔ Guest AccessbrYou’ll have exclusive access to the entire estate, including all amenities and the surrounding grounds.brbr✔Nature, Peace & PrivacybrExplore a peaceful mountain setting with grassy lawns, wildlife sightings, and rustic charm. You may spot deer, hear birds, or even see a shimmering spider web in the morning dew. It’s a real escape from city life—laid-back, quiet, and cozy.brbrYour Comfort & Safety Come FirstbrThe property is located in a peaceful, private neighborhood, and for added security, exterior areas are monitored by five clearly visible closed-circuit cameras.brbrFully Stocked & Ready for YoubrThe estate comes fully stocked with fresh linens, towels, cookware, and all the basics for a stress-free stay.brbr✔Water SupplybrTriple-filtered mountain well water ensures a clean, fresh drinking experience. Please refrain from using hoses or water sprinkler toys to protect the well.brbr**Couple Getaway Specials:** brSpecial weekday and winter getaway packages available for couples looking for a cozy retreat.brbrEmbrace Nature:brEnjoy the beauty of nature with wildlife sightings and serene mountain views. The estate is a true escape from the city, where you can reconnect with the outdoors in a tranquil, private setting.brbrNearby Attractions & Activities:brPrime LocationbrLocated just minutes from the best local attractions:br*Resorts World Casinobr*Kartrite Indoor Waterparkbr*Holiday Mountain Ski & Snow Tubing Parkbr*Hiking, fishing, and outdoor adventuresbrbrThe Hemlock Estate is Fully Stocked:brWe provide everything you need for a comfortable stay, including linens, towels, dishes, pots, pans, and home accessories.brbrBook your unforgettable Catskills retreat today and experience why The Hemlock Estate is a guest favorite!

8

Bed

3

Bath

28

Sleeps

$461.23

/ Nightly

Private Vacation Home

Lakefront home w/ Kayaks, canoe & SUP on QUIET & PRIVATE lake NEAR BETHEL WOODS

Monticello, New York, United States

Quiet comfortable lake house. Spacious yet cozy. Modern decor. Large living room w/ high coffered ceiling, skylight & pellet stove Spacious Bedrooms, large yard with bench swing and plenty of parking. Dock, kayaks stand up paddle board and canoe for you to explore the lake. Lay in Hammock, relax on back deck in recliners or Lounge chairs and watch the eagles, or sit by fire pit and roast some marshmallows. Close to the Casino ,Kortrite water Park, Bethel Woods and Forestburgh Playhouse. Wineries and breweries are not far. Close to everything but tucked away on one of the quietest lakes in town. Peace and tranquility 10 minutes from town.

Bed

Bath

Sleeps

$310.23

/ Nightly

Private Vacation Home

Cozy 3BR 2BA Cottage - Your Perfect Catskills Family Getaway!

Monticello, New York, United States

Welcome to our charming 3-bedroom, 2-bathroom house nestled in Monticello in the heart of the Catskills, New York. Ideal for families, friends, or remote workers seeking a serene escape, this delightful home offers everything you need for a memorable stay.br Bedrooms: 3br 2 full, 2 twin, bunk bed and trundlebr Crib available brbr Bathrooms: 2brbrbrInside, you'll find a fully-equipped kitchen ready for culinary adventures and a dedicated workstation for those who need to stay connected while enjoying the tranquility of nature.brbrbr Property Highlights:brbr⛩️ Covered Porch: Enjoy the crisp fresh country air - rain or shinebr Playground: Keep the little ones entertained for hours!br ‍♂️ Hot Tub: Unwind and soak under the starry skies.br ‍♂️ Obstacle Course: Challenge yourself with some outdoor fun.br Grill: Host a BBQ feast for your loved ones.br Fire Pit: Share stories and toast marshmallows around the fire. brbr Large and spacious backyard housing enclosure with friendly goats, chickens, and turkeys.brbr You can interact with the animals, feed them, and even collect fresh eggs! Or you can just observe them in their safe enclosure. brbr Enjoy serene mornings and peaceful evenings surrounded by nature's beauty.brbrExplore the local attractions, from hiking trails and scenic viewpoints to nearby lakes and cultural sites. The Catskills offers a blend of relaxation and adventure, ensuring there's something for everyone.brbrBook your stay today and make memories that will last a lifetime. Your perfect Catakills getaway awaits!brbr Availability: Check our calendar for your desired datesbr Suitable for: Families, friends, remote workersbrbrDriving Distance to local attractions:brbrKartrite Resort and Water Park - 10minbrResorts World Casino - 10minbrBethel Woods - 25minbrLegoland - 35minbrHoliday Mountain Ski & Fun Park - 9minbrMonticello Motor Club - 5min

3

Bed

2

Bath

6

Sleeps

$475.67

/ Nightly

Hotel Resort

NY’s Largest Indoor Waterpark! Pools, Playground & Arcade! Fun-filled Activities

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for a room within a hotel.brbr✦ Your room is 420 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

Bed

Bath

Sleeps

$278.26

/ Nightly

Private Vacation Home

Blue House in Smallwood NY, Year round, 2-bed in Catskill Mts

Monticello, New York, United States

Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @bluehouseofcatskills offers a year-round retreat away from the hustle and bustle of the city. Spectacular stary nights, wildlife in the backyard, hiking trails, swimming and skiing all a short drive away. The Blue House is a wonderful getaway for all to enjoy. Modern and contemporary design the Blue House offers comfortable king and queen bedrooms and a spacious living area.brbrIn a word, serene. The Blue House is nestled in a small community of seasonal and year-round homes. Walking is highly recommended around the community to see the variety of historical homes. The Blue House offers a spacious living space with two bedrooms. We have a sofa bed as well for additional guests. The kitchen offers a coffee machine, fresh coffee, and a beautiful sitting space to enjoy a fresh cup of coffee while watching the deer pass by in the early morning. The rear balcony has a dining table and bench along with fresh herbs for your cooking pleasure. There is a small fire pit at the rear of the house you are welcome to use, but be mindful of dry season regulations. Also, there is a baby pen and bassinet for families traveling with infants. We have tried to make our home a baby-proof. There is a toy box under the TV kids can plant with as well. Fast internet, Disney+ for the little ones. Netflix for adults to enjoy as well. Bedrooms offer closet space, lockable doors, both soft and firm (non-feather) pillows for comfort, and super cozy bed sheets.brbrHOT TUB/COOL TUB (Summer) ETIQUETTEbrbrPre-Soak Ritual:brbr- Ensure a thorough shower with soap before entering the hot tub.brbrHealth Considerations:brbr- Refrain from hot tub use if you have recently been ill.brbrCapacity:brbr- The hot tub's maximum capacity is 3 peoplebrbrAge Restriction:brbr- Hot tub access is limited to individuals aged 12 years and above.brbrMedical Consultation:brbr- Seek advice from a physician before using the hot tub if you have conditions such as diabetes, heart disease, high or low blood pressure, pregnancy, or any other illness.brbrTemperature Awareness:brbr- Entry is prohibited when the hot tub temperature exceeds 104°F. brbrTime Management:brbr- Limit your soak duration to 15-30 minutes, and cool down before re-entering.brbrGlass-Free Zone:brbr- Strictly prohibit the presence of glass items in or around the hot tub.brbrActivities Caution:brbr- No activities like jumping, diving, horseplay, engaging in sexual activities, or bringing pets.brbrCover Care:brbr- Refrain from walking, sitting, or lying on the hot tub cover. Put the cover back on immediately after use to help prevent heat loss and tree debris from falling inbrbrPost-Soak Routine:brbr- Ensure the plastic temperature floater and chlorine floaters are inside the hot tub after use.br- Securely put the cover back on, fastening all clasps.brbrInspection and Maintenance:brbr- Our team conducts a post-stay inspection of the hot tub.br- Any residue from guest usage without proper rinsing or water contamination with glass, lotion, hair spray, liquids, or suntan lotion will incur an additional charge of $400.br- This charge covers the cost of draining, cleaning, and refilling the tub, as well as remediating contamination to the filtering system.brbr**LIABILITY WAIVER FOR PROPERTY AMENITIES**brbrIn booking the accommodation, tenants hereby acknowledge and agree to the following waiver for utilizing specific amenities on the property, notably the hot tub. This waiver extends to themselves, all occupants of the house, and any visitors of the guest who may utilize these amenities. In consideration of the facilities provided by the host, I explicitly agree and contract on behalf of myself, my guests, my family, and friends accompanying me, my heirs, executors, administrators, successors, and assigns, that property owners and their heirs, servants, agents, contractors, and employees shall not be held liable for any damages arising from personal injuries (including death) sustained by me or my guests on or about the premises or as a result of using the mentioned equipment, regardless of whether such injuries result, in whole or in part, from the negligence of the owner, host, cleaners, or co-host.brbrBy executing this agreement, I willingly accept full responsibility for any injuries, damages (both economic and non-economic), and losses of any type that may occur to me or my guest. I hereby release and discharge the property owners and their heirs, servants, agents, contractors, and employees from any and all claims, demands, damages, rights of action, or causes of action, present or future, whether known or unknown, anticipated, or unanticipated, resulting from or arising out of the use of said facilities. I expressly agree to indemnify and hold the property owners and their heirs, servants, agents, contractors, and employees harmless against any and all claims, demands, damages, rights of action, or causes of action of any person or entity that may arise from injuries or damages sustained by me or my guest.brbrI commit to being solely responsible for the safety and well-being of my guest and myself. I acknowledge that the host does not provide supervision, instruction, or assistance for the use of the hot tub. I am aware of the special risks involved in using this amenity, including potential dangers to unsupervised children, individuals using the hot tub excessively, those with health risks, individuals under the influence of intoxicants or medication, or pregnant individuals. Children under the age of 12 years old are not permitted to use this amenity.brbrI agree that I am responsible and liable for any damages that occur to the hot tub due to my or my guest's misuse or negligence. In the event that I or my guests contaminate the hot tub water with glass, lotion, hair spray, liquids, or suntan lotion by not adhering to the rules, I agree to an additional charge of $400. This charge covers the cost of draining, cleaning, and refilling the tub, as well as remediating contamination to the filtering system.brbrIn consideration of my anticipated stay, I agree, intending to be legally bound hereby, that the property owners and their heirs, servants, agents, contractors, and employees shall not be liable for my injury or death, or the injury or death of my invited guests. This Disclosure and Waiver of Liability is incorporated into the Terms and Conditions of my contract through the platform I booked the Property on.brbrI commit to conducting myself in a controlled and reasonable manner at all times and refraining from using the hot tub in a manner inconsistent with its intended design and purpose. I understand and acknowledge that the use of this amenity involves risk, including permanent disability and death. By booking the accommodation, I agree to comply with the above release of responsibility for the use of this amenity to the property owners and their heirs, servants, agents, contractors, and employees.

3

Bed

1

Bath

6

Sleeps

$1474.65

/ Nightly

Hotel Resort

Upstate New York's Ultimate Waterpark Getaway! 3 Spacious Rooms w/ Free Parking!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 500 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

3

Bed

3

Bath

12

Sleeps

$993.27

/ Nightly

Hotel Resort

Family-Friendly Adventure Resort w/ Indoor Water Fun! 2 Big Rooms! Free Parking!

Monticello, New York, United States

Action-packed adventures at every turn in the Catskills!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 500 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 18 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Public or shared fitness center open from 5:00AM to 11:00PM, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 7:00PM.brAdditional features:br • Water slidebrbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $63.72 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ The waterpark is closed from Monday-Wednesday.brbr✦ The hotel processing fee is collected per night.

Bed

Bath

Sleeps

$1046.18

/ Nightly

Cabin

Lakefront Catskills Escape with Hot Tub, Game Room, and Theater!

Monticello, New York, United States

Indulge in the serenity of our lakefront haven, situated along 100ft of Sackett Lake's private shoreline. Here, year-round enjoyment is a promise - be it summer swimming, kayaking, or winter ice fishing and snowmobiling. Mere minutes away from Holiday Mountain, Casino, Waterpark, breweries, and Bethel Woods, our modern home boasts a vast deck and an 8-person hot tub. This is more than just a getaway; it's a sanctuary for creating unforgettable memories. Don't miss the chance to experience it!brbrWelcome to our enchanting all-season retreat nestled on the shore of Sackett Lake. Just 90 minutes from NYC, this haven offers over 100 feet of private shoreline and countless ways to immerse yourself in nature's splendor. Whether you're kayaking under the summer sun, snowmobiling through winter's embrace, or relaxing in the huge hot tub as the stars twinkle overhead, with over 50 5 Star Reviews, there's something for everyone to love here.brbrOur Outdoor Amenities:brbr• 2 Kayaksbr• 2 Paddle boardsbr• 2 Kites br• 110ft Dockbr• A Canoe br• A floating Matbr• Tons of lake floatsbr• A Fire pit br• Outdoor diningbr• Fishing Gearbr• Amazing Sunsets on a private lakebr• Starlit nightsbrbrOur home is not just a place to stay, but a source of lasting memories. Modern amenities meet warm, inviting decor, creating a comfortable sanctuary for you and your loved ones. Enjoy breathtaking lake views through floor-to-ceiling windows and from the expansive multi-level deck. An open-concept kitchen and living room, complete with a wood-burning fireplace, create an intimate setting for shared meals and stories.brbrFor indoor fun, venture downstairs to our game-packed recreation area. Challenge friends to a round of pool, ping pong, or an arcade showdown, and end the day with a cozy movie night in our theater area with projector and surround sound. Comfort is paramount here, with three inviting bedrooms, including a master suite with a remodeled bathroom.brbrLocated in the heart of the lower Catskills region, our home is just a short trip away from exciting local attractions like the Holiday Mountain, Casino, Waterpark, Breweries, and Bethel Woods. And, for your convenience, we provide kayaks, canoes, life jackets, and floats to enhance your lake adventure.brbrFor a small additional fee, your furry friends are welcome to join the fun and make your stay feel more like home.brbrGuests have full access to the property, with the exception of the shed and the downstairs bathroom closet.brbrPlease note:brbr- We welcome pets for an additional $50 fee per pet.br- Ceiling heights in the rec room and 3rd bedroom are 7ft.br- Our theater seats are super comfy rocking chairs.brbrExperience the warmth and joy of our lakefront retreat – the perfect setting for an unforgettable getaway. We're excited to welcome you to your home away from home.brbrGuest accessbrGuests have access to the whole property apart from the shed and closet inside the downstairs bathroom.brbrFew things to note:br*Pets are allowed for a small extra fee of $50 per pet.br*Rec room and 3rd bedroom ceiling heights are 7ft.br*The theater seats are super comfy rocking chairs.brbrEnjoy!!

3

Bed

2

Bath

12

Sleeps

$378.16

/ Nightly

Cabin

Modern Luxury Geodome (No Pets) - Unique Escapes Modern Luxury Catskills Geodome!

Monticello, New York, United States

Nestled in an idyllic setting, this Geodome named Modern Luxury offers a dreamy escape for couples and solo travelers alike. With a sleek kitchenette, full bathroom, Smart TV, and cozy nooks throughout, this Monticello vacation rental delivers a unique glamping experience. Spend the day hiking, skiing, or exploring attractions like Bethel Woods perfect for reliving Woodstock's legacy. Then, retreat to the private deck for a barbecue and dine al fresco while soaking in the surrounding beauty.br*Please note this is a non-smoking unit.

Bed

Bath

Sleeps

$670.46

/ Nightly

Private Vacation Home

Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

Monticello, New York, United States

Magical 5 Bdrm/3.5 Bath Lakehouse is nested less than 1 min away from the famous Swinging Bridge Marina. Sleeps 18 guests! Our home consists of 2 sunbathing decks, gas & wood firepit, seasonal boat dock & game room. Enjoy toasting marshmallows on our fire-pit, or watching the sunset on our decks. Our property is in close proximity to Bethel Woods(20 min), Monticello Raceway(10 min), Resorts World Casino(20 min) LegoLand(40 min) Kartrite WaterPark(20 min) Manhattan (90 min) & Swing Bridge Marina(1 min). Bring your boat or rent one here!brbrThe Ultimate Guest Experience! This professionally designed 4,100 sqft lake-dwelling consists of many amenities including a 50's themed Johnny Rocket's style game room. This game room has many vintage games including Pacman, Street Fighter 2, etc (some vintage games used for display purposes only).brbrThis house was carefully curated by our professional designing team, and maintained by the most reputable cleaning company, abiding by all Covid-19 restrictions and protocol to ensure that our guests have the most comfortable and safest stay.brbrWe offer 3 paved parking spots right in front of our home and 3 additional street parking spots alongside our fence (6 Parking Spots Total). Please do not park in our neighbors driveway Guests without cars can also use public transportation such as the Shorline Bus or Port Jervis station (30 mins from out home). We also recommend visiting our local eateries i.e. Yanni's Gyro, Ciao Bella, Swing Bridge Marina Cafe and 11 high end restaurants at Resorts World Casino.brbrADDITIONAL CHARGES (OPTIONAL):brHOT TUB CHARGE: there is an extra $250 charge for hot tub usage. This is to set up and clean the hot tub after you leave due to new Covid cleaning protocol. To reserve please let us know 14 days in advance and payment to be made via Ven mo, cash app, or zell.brbrPET FEE CHARGE: there is an extra $250 charge for a dog. All pets requests must go through us for approval as we will only allow potty-trained dogs, that do not shed.

Bed

Bath

Sleeps

$980.84

/ Nightly

Private Vacation Home

Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski

Monticello, New York, United States

Vacation at Sunset Mountain Estate and enjoy the luscious captivating beauty, amenities and natural privacy on your getaway! Estate house features a master suite, new kitchen w/ Island bar, dining room and large family game room with a chic pool table. brSpend time at the pond in your own island oasis gazebo or chill in the closed in BBQ gazebo as the grill works its magic. The kids will love the swingset, while the adults can hit the volleyball court. And then there is the spacious hot tub to unwind in, the firepit, and more on 2 acres of majestic serenity!brChill no other! brbrLarger extended families and groups will love our choice of bedrooms!brbrFor the safety and security of our guests closed circuit security camera devices are in use in public spaces. Five closed circuit cameras are located in full view on the corners of the house and cottage and cover the property around the house outside; backyard patio, front door/lawn, driveway, and side yard. In general the estate is located in a safe and very private neighborhood of the beautiful Catskill Mountains, with little crime and great neighbors.brThe area is minutes away from the best activities you can ask for! Resorts World Casino, Kartrite Water Indoor Park, Holiday Mountain Winter Ski and snowtube and summer fun Park and lots more!brbrThe estate is fully stocked with linen, towels, dishes, pots, pans, and basic home accessories.brbrThe property offers rustic serenity with its natural beauty, abundance of wild life, and complete privacy.brbrLocated in the heart of the Catskill Mountains, there are many nearby attractions and eateries, including kosher, all year round!brbrWe look forward to hosting you soon at this very popular property, like our many happy guests!br----------------------------brbrWhat will you'll find here brA large red country style home set on 2 acres bordering a forest. You may meet some deer munching on the grass, or spot tracks from a foraging bear or other natural wildlife. Frogs and toads aplenty, can be found hanging out by the pond. During spring and summer, you most probably will hear plenty of their croaking if you venture over and the splashing as they slide into the water. After rain or winter, dress shoes are not a great choice out on the grass; it is the rural mountains with real earth, puddles and sometimes wet muddy areas next to pond. Watery times No worries, a makeshift Girl Scout path of pieces, planks and stepping stones offers a way to the bright red bridge over to the island. But do watch your step. brOut on the island or pond side, take in the forest around you and natural scene. You may be able to spot some of the little fish underwater or weather conditions may cast a blue or green masking over the water depending on the time of year. If you love the beauty of nature, taking an unbridled course, breathe in and take in the dozens of natural plants and various insects scurrying around the yard outdoors. We do try to safely keep them out of the house of course, but if you’re lucky you may find one or two that snuck in and didn't yet get caught. A masterful spider glistening in the dew of a newly built web, leaves, snow drifts, rocks and pebbles lend to the habitat away from the city. brThe stone back patio is a great private spot to sit around and chat or take off your clothes and slip in to the relaxing hotub filled with mountain fresh well water. Yes, thats right, the refreshing Catskill’s water is fresh from underground mountain sources, rich in natural minerals. Minerals fluctuate with the ecosystem, sometimes giving off a colored ting especially after heavy rain to the tub, sometimes crystal clear, sometimes blue mountain or emerald, always tested and cleaned though. Spring and summer with the crickets singing from the acres of forest behind you or winter in the chilled or snowy white evenings, I just love soaking in the warm calming water.brIndoors, a mix of rooms and room sizes, with varied sleeping spaces and layouts offering a chic countryside style, greets you. Lots of windows and sunlight in most rooms, one or two rooms without windows offers the late sleepers their choice. Prepare your dinner in the modern new kitchen on the granite counters, while preserving a more country vibe in the sitting area’s furnishings and decor. brSome guests asked for more space for another few friends or family, so in addition to the primary 5 bedrooms, we purposed the little room off the master bedroom with a bunk bed for an extra half room (‘the kids room’, it’s a favorite for parents to keep their little ones nearby but has worked great for adults too –especially the friends who want to sleep in). The former Chef's quarters off the kitchen, tastefully offers up another large bunkbed in cozy space too.brSo if its an change from hectic life, an escape from the noisy city streets or just a few days with family or friends to enjoy nature you're looking for; this rustic getaway will not disappoint!!brHey, leave behind your dress shoes and come unwind in this wholesome haven.br

6

Bed

3

Bath

26

Sleeps

$2013.7

/ Nightly

Villa

Catskills Retreat W/Hot Tub & Gym

Monticello, New York, United States

About this space:brbrSpacious 7-bedroom, 3.5-bathroom home in Monticello, perfect for large families and group getaways. Comfortably accommodates up to 25 guests with 25 beds plus additional sofa beds. Enjoy the private hot tub, gym, fire pit, and game room for entertainment and relaxation. The home also features a fully equipped kitchen, dining area, and comfortable living spaces, offering plenty of room for everyone to gather and unwind.brbrThe space:brbrThis spacious multi-level home is designed for large groups, offering comfortable sleeping arrangements and plenty of space to gather or relax. With 7 bedrooms and 25 beds, the home can accommodate up to 25 guests, making it ideal for family getaways and group stays.brbrThe main level features a fully equipped kitchen, dining room, and inviting living room, creating a great space for shared meals and quality time. This floor also includes one bedroom and a bathroom, along with direct access to the deck and private hot tub.brbrUpstairs, you’ll find four additional bedrooms and two bathrooms, providing comfortable sleeping space and convenience for guests.brbrThe lower level includes two more bedrooms, one bathroom, and a game room with two sofa beds, offering a fun and flexible area to relax and enjoy.brbrOutside, guests can enjoy the hot tub, fire pit, deck, and large backyard, perfect for spending time together and enjoying the outdoor space. The home also includes a gym area for added convenience during your stay.brbrGuest access:brbrGuests will have full private access to the entire home during their stay. This includes all bedrooms, bathrooms, kitchen, dining room, living room, gym area, and the game room with additional sofa beds.brbrGuests can also enjoy the outdoor spaces, including the deck, private hot tub, fire pit, and large backyard.brbrThe property is exclusively for your group, allowing you to enjoy the space with privacy and comfort throughout your stay.brbrOther things to notebrPlease bring firewood if you plan to use the fire pit. A refundable security deposit is required prior to check-in. The amount varies depending on the length of the stay. Pets are welcome with prior approval and a $300 pet fee. Please note that propane is not provided for the grill. This home is ideal for families and quiet groups. Parties, loud noise, and unauthorized guests are not permitted.

Bed

Bath

Sleeps

$560.3

/ Nightly

Private Vacation Home

Tranquil 5-bedroom house

Monticello, New York, United States

Nestled in Monticello, this delightful house offers 5 bedrooms including 1 queen bed, 4 twin beds, and 2 cribs. With 3 bathrooms equipped with hair dryers and showers, guests will feel right at home. The additional living room space with 4 twin beds provides plenty of room for everyone to relax. It's easy to see why you'll be able to unwind at our place. Make kitchen with all appliances.Beautiful gorgeous fireplace outsgreat.br Very big size, backyard and front yard. I'm tired. We're trampling for kids and plus a Is water jumping balloon hot tub to warm up your body Very.brNice neighborhood Near to all shopping malls, restaurants Near to the Catskill world result casino entertainment. Bigbr Play area to play .big living room, with 2 couches .big dining area Big size, kitchen fridge and freezer laundry.And dryer WE ARE RENTING OUT ATV'S AND RACING CARS AND BOATS giving rides

Bed

Bath

Sleeps

$273.09

/ Nightly

Cottage

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

Monticello, New York, United States

Nestled in the hamlet of Smallwood, only 2 hours from NYC, this newly renovated 2BR/1BA cottage is the perfect getaway from the city and an oasis surrounded by nature. The area has several nearby public lakes such as Toronto Reservoir which is a local gem where you can swim, fish and boat; Lake Superior State Park which is only 5 mins away and is family friendly, has grills, bathroom/changing areas, paddle/row boat rentals and a lifeguard on duty and White Lake in Bethel which is a public lake and has swimming and boat rental facilities and lovely lake view restaurants to grab delicious food on a beautiful warm day. The Forest Preserve in Smallwood has hiking trails and a waterfall, and there is so much more to explore such as Bethel Woods Center for the Arts (the original Woodstock site!), an alpaca farm, waterpark, Legoland or cute towns with great dining options. At night, gather on the spacious deck or around the fire pit or take a dip in the spa jacuzzi.brbrOur lovely 2BR/1BA cottage has been updated with a new kitchen, bathroom and a large deck that features a spacious jacuzzi. As soon as you enter, you walk into a spacious and open concept space that features a living room with comfortable seating that opens up onto the deck in the back, the dining space, and an open kitchen that offers another entrance onto the deck. The fully stocked kitchen features an island with plenty of space to prepare meals as well as be a gathering area for everyone to be together. Both cozy bedrooms have large windows that look out into nature and invite you to feel like you're part of it. We have fast and reliable internet for your streaming or work on your laptop needs. The deck which overlooks the beautiful woodland garden can be accessed from the living room and kitchen. It features a comfortable seating area with a fire pit, a jacuzzi and a bbq grill. The house is as comfortable as it is functional.brbrKITCHENbrThe newly remodeled kitchen features an electric slide in stove and is stocked with everything you need to prepare meals including a french press, microwave, toaster and blender. We offer our guests coffee, tea and basic spices. brbrLIVING ROOMbrOur sofa is a great combination of firm and comfy and is large enough to accommodate 3 adults. The massive side chair invites you to curl up with a glass of wine or a good book.brbrBEDROOMSbrBoth bedrooms feature queen sized beds, both with super comfy green tea infused memory foam mattresses. There is so much natural light coming in from all the windows that you'll feel part of the surrounding nature instead of apart from it.brbrBATHROOMbrThe newly remodeled bathroom is spacious, featuring a modern and cozy aesthetic as well as clean and modern finishes.brbrDECKbrThe deck faces the backyard and a wooded area. It features a BBQ, a cozy seating area and a jacuzzi. This is the perfect spot to sip your coffee or a drink, enjoy your meals, take a dip in the jacuzzi after a long day of hiking or activities, read a book, relax or watch the deer that frequent the area. We have string lights around the deck railing to enhance the atmosphere and provide the right amount of lighting on those summer nights.brbrWIFI AND CELL SERVICEbrWi-Fi is fast and reliable although cell service may be a bit spotty depending on your provider. We do suggest activating wi-fi calling on your phone in order to be able to make and receive calls during your stay.brbrPRIVACYbrPlease note that we have neighbors and their houses are visible from the cottage.brbrAIR CONDITIONINGbrDuring the summer, we have A/C window units installed in the two bedrooms and another one in the dining area. We have found that the house stays fairly cool with these units when bedroom doors are left open to allow for cross ventilation. We can provide fans as additional ventilation.

2

Bed

1

Bath

4

Sleeps

$206.34

/ Nightly

Cabin

Nature’s Hideaway

Monticello, New York, United States

Serene 2-Bedroom Cabin Retreat in the Heart of the CatskillsbrbrEscape to nature and unwind in this charming 2-bedroom cabin nestled just minutes from Monticello, NY. Surrounded by the tranquil beauty of the Catskill Mountains, this peaceful hideaway offers the perfect blend of rustic charm and modern comfort—ideal for couples, families, or small groups seeking a relaxing getaway. brbrTop Nearby Attractionsbrbr Resorts World CatskillsbrbrA luxury casino resort offering gaming, fine dining, and live entertainment. It’s one of the biggest draws in the region for nightlife and weekend getawaysbrbr ‍♂️ ️The Kartrite Indoor WaterparkbrbrNew York’s largest indoor waterpark, perfect for families and open year-round. Think water slides, lazy rivers, and a massive arcade brbr ️ The Castle Fun CenterbrbrWhether you’re planning a birthday party, group outing, or just a spontaneous day of adventure, The Castle offers activities including go-karts, mini golf, laser tag, axe throwing, arcade games, rock climbing, bowling and even a zip linebrbr Bethel Woods Center for the ArtsbrbrLocated on the historic Woodstock site, this venue hosts concerts, festivals, and houses a museum dedicated to the 1969 Woodstock experiencebrbr ️ Catskills Scenic BywaybrbrA self-guided driving tour through breathtaking mountain views, charming towns, and hidden waterfalls. Ideal for leaf-peeping in fall or leisurely drives any time brbr ️ Monticello Historic DistrictbrbrStroll through early 20th-century architecture, local cafes, and quaint shops. A peaceful way to soak in the town’s charm brbr ️ Thompson Square Mall & Local Shops brbrFor casual shopping and essentials, this spot remains a go-to for visitors and residents

Bed

Bath

Sleeps

$197.75

/ Nightly

Private Vacation Home

Hess Suite

Monticello, New York, United States

A quiet get away to you own private space. It is equipped with its own master bedroom with Roku TV, private bathroom and kitchen. From its beautiful eat-in kitchen you can take in the different seasons.

Bed

Bath

Sleeps

$193.94

/ Nightly

Cabin

Cozy, Quiet Cottage-style Cabin - 10m to Bethel Woods music venue!

Monticello, New York, United States

Tucked away in the woods, our Blueberry Cottage in Smallwood, New York offers a quiet escape perfect for slowing down and settling into nature. Wake up to birdsong, sip your morning coffee on the porch, and enjoy the peaceful rhythm of lake and forest life.brbrJust 7 miles from the legendary Bethel Woods Center for the Arts — site of the original Woodstock Festival — the cottage is also a short drive to Resorts World Catskills, Monticello Race Track, and the laid-back waterside restaurants and cafés around White Lake and Kauneonga Lake.brbrStep outside and you’re moments from the peaceful trails of the Smallwood Nature Preserve, where shaded paths wind along a gentle creek. In summer, pick fresh blueberries nearby and cool off with a dip beneath local waterfalls. A short walk brings you to Mountain Lake — perfect for an evening stroll around the two-mile loop as the sky turns gold at sunset.brbrInside, the cottage is warm and welcoming, with a fully stocked kitchen for slow breakfasts, shared dinners, or easy cookouts under the trees. Deer often wander through the yard, adding a little everyday magic to your stay.brbrCome for the concerts, lakes, and fresh mountain air — stay for the calm.

2

Bed

1

Bath

5

Sleeps

Vacation Home Rentals By Owner In Monticello, NY

$415.79

$1714.75

$950.35

$993.77

$461.23

$310.23

$475.67

$278.26

$1474.65

$993.27

$1046.18

$378.16

$670.46

$980.84

$2013.7

$560.3

$273.09

$206.34

$197.75

$193.94

Rent a place that suits your needs

Most popular vacation rentals in Monticello

$4576.50

$226.00

$273.09

$278.26

$310.23

$560.30

$384.82

$708.18

$429.40

$193.94

Most Popular Cities in New York