Vacation Rentals By Owner In Holmes, NY

Welcome to this brilliant villa in Holmes. This amazing property features 2 cozy bedrooms with a queen bed and a two full beds, perfect for a small group of guests. The bathroom is equipped with a refreshing shower and a hair dryer for your convenience. With heating, radiant heating on floors, AC, WiFi, sauna and more, this cool villa has everything you need for a comfortable stay. A great place to call homebase while you're away, we hope you enjoy your stay. It sits on a 17plus acre estate that shares the sauna and seasonal outdoor 45,000 gallon salt water pool (Memorial Day thru mid-Sept with one other guest house). The pool can be heated- $150 additional cost for weekend and $400 for week.

Villa

Charming 2-bedroom villa in serene Holmes with AC, WiFi

Holmes, New York, United States

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Bath

Sleeps

Exceptional(17)

$608.61

Relax and enjoy nature in this lakeside retreat! Only 75 minutes from Manhattan, with Metro North access nearby.brbrWake up to the sunrise over the lake with stunning views from the master bedroom; enjoy the private lake or one of many nearby hiking & biking trails; cook in the fully equipped kitchen or outdoor grill; and wind down with a bath in the jetted tub and a fire in the indoor wood stove or outdoor fire pit.brbrEverything you need for a weekend getaway or week by the lake!brbrAn updated A-frame lakeside chalet, our home has everything you need for summer lakeside fun, fall Upstate foliage viewing, or a cozy winter getaway.brbrAccess. Entire home, deck, driveway, yard, and shared access to the lake (3 small beach / dock areas). Please note that our home is not directly on the beach, but a short walk away from the lake.brbrAccess to the private lake and small beach area is available via a slightly steep path directly across from the house. There are also two other access points a 5 and 10 minute walk (or short drive) down the road (both have less steep pathways to the lake).brbrWe provide some swimming equipment such as rafts and floatation devices. Kayaks will be available between April -November.brbrLocal attractions include the nearby Appalachian Trail, Empire State Trail, and other hiking and biking paths. Check out Fishkill Farms or Barton Orchards for farm-based fun, live music, and food. Pawling Village is a short drive away, or take a trip to visit Hudson Valley gems like Beacon or the Culinary Institute of America.brbrThunder Ridge ski resort is only 15 min away. There is a ringbell camera at the basement entrance door for safety. Photo ID is required for booking.

Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!

Holmes, New York, United States

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Bath

Sleeps

Exceptional(7)

$371.14

Let yourself unwind in our secluded, peaceful 22-acre Zen paradise. Stay in a newly remodeled guest house with all new modern amenities and views of your private 2-acre pond and lush landscape from every room.brbrSip your coffee by the pond, stroll the surrounding hiking paths, say hello to the blue heron, turkeys or deer that may cross your way, relax and breath in the fresh air.brbrEven though it may seem far from civilization, it is surprisingly only 60 miles north of NYC, in Hudson Valley.

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holmes, New York, United States

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Bath

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Exceptional(70)

$529.37

Located just 60 miles north of New York City in Holmes, New York, 89D is the perfect getaway spot for those who want a peaceful, quiet retreat away from the noise. brbrSoak in our hot tub, play pool on our 9-foot table, cook a gourmet meal in our fully stocked kitchen, or just relax on the screened-in porch, around the fire pit, or in front of the wood burning fireplace. brbrThe house sits directly on the ever-changing and always beautiful Lake Dutchess. Lake activities in the warmer months include swimming, floating, fishing, kayaking, row boating and sunbathing. Winter activities include ice fishing, skating, snowshoeing and skiing. No motors are allowed on the lake, which keeps the water clean and makes the geese and swans the loudest noises you’re likely to hear. brbrPLEASE NOTE THAT QUIET HOURS ON LAKE DUTCHESS ARE FROM 9 PM TO 9 AM. Sound really carries over the water, so please respect our neighbors' serenity as they will respect yours.brbrSpectacular hiking trails are nearby in all directions, and cultural attractions, great food and entertainment abound in the numerous local Hudson Valley towns. brbrThe top floor features the Master suite with a king size bed, ceiling fan, shower and spacious walk-in closet. Through the master bedroom is an additional sleeping area featuring sturdy full size bunk beds, perfect for adults or kids. brbrThe main floor features two bedrooms, each with queen beds, ceiling fans and a separate full bathroom including a combined tub and shower. Around the wood-burning fireplace you’ll enjoy seating for at least seven on two long leather couches and a recliner. The 65-inch cable-connected TV doubles as a sound system, and includes Netflix, Amazon Prime, Hulu, HBO, STARZ, Spotify, Tidal, Pandora, and more. brbrFeel free to enjoy any of the numerous games in the living room, including Chess, Backgammon, Scrabble, Mahjong, Go, Giant Jenga, Mancala, Bananagrams, Farkel, Anomia, and many more. High speed WiFi is available throughout the property.brbrNestled between the living room and the kitchen, the pool table overlooks the lake, and can be converted to a dining table that seats up to 12 people. The kitchen features a five-burner gas stove, two convection ovens, a three-rack dishwasher, and everything a gourmet chef might need. There’s a large pantry, four stools around the kitchen island, a foldaway high chair, a convenient half bathroom nearby, with an additional refrigerator in the attached two-car garage. There's also an electric smoker with a variety of wood chips.brbrOut the back door between the kitchen and pool table is a spacious wooden deck with a large gas grill and outdoor seating area. There’s also a large screened in porch with additional seating and a dining table under a ceiling fan—a perfect place to relax before or after your active day. brbrDownstairs you’ll find a ping pong table and exercise equipment including an elliptical machine, a weight bench, dumbbells, battle ropes, slam balls, kettle bells, exercise mats and more. There’s also a laundry room with a full size washer and dryer, and a half bathroom.brbrStep out of the back of the basement, and you’ll find an eight-foot square chess and checkers board next to the cedar hot tub. Nearby are several Adirondack chairs perfect for relaxing around the wood burning fire pit.brbrPlease note, we do not rent to anyone under the age of 28, and have a 6 adult maximum. This is a peaceful lake community. PARTIES/LOUD GATHERINGS WILL NOT BE TOLERATED.brbrAlso—please plan on using our kayaks, paddle boards and row boat, rather than bringing your own. Outside watercraft are not permitted on Lake Dutchess in order to prevent contamination and/or invasive species from watercraft that have been in other bodies of water. Thank you for your understanding. brbr

Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Holmes, New York, United States

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$293.44

Escape to a peaceful lakeside retreat with breathtaking views at beautiful Whaley Lake. Relax and enjoy this private lakefront cottage, perfect for a quiet getaway, fishing trip, or weekend on the water. Guests may access the private dock, kayak, row boat, and paddle boards after signing a simple liability waiver.brbrThe cottage features 2 cozy bedrooms, plus an additional couch and cot, comfortably accommodating up to 5 guests. A charming spiral staircase connects the upstairs and downstairs living areas, adding to the cottage character.brbrPlease note:br • Access to the fishing dock requires walking down approximately 30 concrete steps.br • Due to the stairs and lake terrain, the property may not be suitable for guests with knee, mobility, or balance issues.br • Children should be supervised around the lakefront area. brbrEnjoy kayaking, paddle boarding, fishing boat, or simply unwinding while taking in the peaceful lake views and nature surrounding the cottage.

Magnificent Lake View

Holmes, New York, United States

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Bath

Sleeps

Exceptional(4)

$570.15

Make yourself at home in this 3-bedroom Holmes retreat. This fantastic house boasts 2 queen beds, 1 play pen and 1 XL twin bed, queens air mattress , full floor bed perfect for families or friends looking for a wonderful getaway. Enjoy amenities like WiFi, AC, and a fitness tools . With 2 bathrooms equipped with hair dryers and showers, guests will feel right at home. Experience what Holmes has to offer with a stay at our brilliant house. Hiking, lakes skiing , walking/ biking trails hunting a short drive away. Quaint small town vibes mom and pop shops good old home town vibes

Country outside the city 3 bedrooms 2 full bathrooms

Holmes, New York, United States

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Bath

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$291.86

Escape to a private lakefront retreat on Whaley Lake, Dutchess County’s largest motorboat lake, where every day feels like a vacation. This spacious waterfront cottage spans two levels, creating an ideal setting for both relaxation and entertaining. brbrThe expansive waterfront deck is equipped with a BBQ grill, multiple patio dining areas, and lounge chairs, all overlooking stunning lake views. Just a few steps down, your own private dock awaits. Whether you bring your own boat or take advantage of the rowboat and kayaks included with the rental—or even arrange for a local boat service—life on the lake has never been more accessible. brbrInside, the open floor plan connects the living room, dining room, and kitchen, with the lake serving as your ever-present backdrop. A charming stone fireplace anchors the living room, while the kitchen features an island with seating, ideal for casual meals or gathering with friends. Two bedrooms and a full bath complete the main level. Downstairs, a spacious recreation room opens to the backyard and is accompanied by a full bath, laundry, and an additional flexible room perfect for a den, guest room, or home office. brbrThis exceptional home is available as a year-round rental for $4,500 per month or as a summer rental during July and August for $8,000 per month. In every season, this property offers something special—boating, swimming, fishing, and peaceful moments lakeside in the warmer months, or ice skating on the lake and nearby skiing at Thunder Ridge during winter.br brBeyond the lake, you’ll find endless outdoor adventures just minutes away, including access to the Dutchess Rail Trail for walking and bicycle riding and the Appalachian Trail for hiking. Despite the peaceful setting, you're only a short drive from the vibrant Village of Pawling, filled with boutique shops, restaurants, pubs, and a seasonal farmers market. brbrCommuting is a breeze with multiple Metro-North stations nearby, offering a 90-minute ride to New York City, and quick access to Route 22, I-684, I-84, and the Taconic Parkway. Pets are welcome with landlord approval.brbrWhether for a summer escape or a year-round lifestyle, this Whaley Lake rental is a rare opportunity to live in harmony with nature without giving up comfort or convenience.

Lake Bliss the Perfect Getaway

Holmes, New York, United States

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Bath

Sleeps

Exceptional(70)

$647.97

90 minutes from New York City, newly renovated four bedroom log home with beautiful unobstructed views of Whaley Lake provides the perfect escape for a long weekend or vacation. Enjoy the views, kayaking, swimming, boating, ice skating, nearby skiing and fall colors. Enjoy all the lake has to offer with direct access from your own boat house. Spacious deck for entertaining or sunbathing. Two story stone fireplace in the living room, kitchen, first floor bedroom and full bath main floor. 2 upstairs bedrooms joined by a Jack and Jill bathroom. Brand new bedroom with direct lake views and full bath on the ground floorbr*Please note - the house is about 60 steps from the parking area, which can be challenging for some. Please call or inquire for more information.

Lakefront Escape with Gorgeous Views a Short Trip from New York City!

Holmes, New York, United States

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Bath

Sleeps

Exceptional(1)

$774.41

Leave your worries behind for fresh air and peaceful surroundings at this beautiful vacation rental in Holmes, NY. Located 24 miles from the Hudson River, this 2-bedroom, 1-bathroom cottage offers easy access to outdoor recreation and city attractions. Start each day with a stroll around the yard as you admire the pond and outdoor art installation. Then, check out the trails in Wonder Lake State Park before lounging by the private pool. Your relaxing Hudson Valley getaway awaits!brbr-- THE PROPERTY --brbrSauna | Gas Grill | Outdoor Art Installation | Fire Pit w/ SeatingbrbrBedroom 1: Queen Bed | Bedroom 2: 2 Full DaybedsbrbrOUTDOOR LIVING (shared): Saltwater pool (depth 3'-8'), gas grill, pond, spacious yardbrCOTTAGE FEATURES: Smart TVs, board games, dining table, curated art brKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, drip coffee pot, rice cooker, toaster oven, air fryer, trash bags & paper towelsbrGENERAL: Free WiFi, central A/C, radiant heating, complimentary toiletries, linens & bath towels, pool towels, iron & board, hair dryer, hangersbrFAQ: 2 exterior security cameras (facing out), another vacation rental on-site w/ shared amenitiesbrACCESSIBILITY: step-free entry, 2-story cottage, bedroom & bathroom on 1st floorbrPARKING: Covered parking (2 vehicles)brbr-- THE LOCATION --brbrLOCAL OUTDOORS: Wonder Lake State Park (2 miles), Empire State Trail - Pawling Trailhead (3 miles), Thunder Ridge Ski Area (4 miles), Appalachian Trail (5 miles)brLAKEFRONT FUN: Candlewood Lake (13 miles), Canopus Lake (15 miles), Wappinger Lake (20 miles)brIN THE AREA: Newburgh (24 miles), Hudson Highlands State Park (24 miles), Poughkeepsie (27 miles), Storm King Art Center (31 miles), Harriman State Park (42 miles)brAIRPORTS: New York Stewart International Airport (29 miles), Westchester County Airport (36 miles), LaGuardia Airport (64 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowed br- No events, parties, or large gatherings br- Additional fees and taxes may apply br- Photo ID may be required upon check-inbr- NOTE: This 2-story cottage offers step-free entry. While both the bathroom and 1 bedroom are on the 1st floor, interior stairs are required to access the 2nd-floor bedroombr- NOTE: There is another bookable vacation rental on-site with shared amenities; other travelers may be present during your staybr- NOTE: Your safety matters. This property features 2 exterior security cameras on the porch facing the front walkway and pool. The cameras do not look into any interior spaces. The cameras record video when activated by motion

Serene Holmes Cottage Near Lakes & Trails!

Holmes, New York, United States

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$584.21

This newly renovated lakehouse is conveniently located on the quiet and serene Lake Dutchess, just 1 hour 20 min away from NYC. Lake Dutchess is a quiet and serene non-motorized lake, perfect for a weekend getaway! Whether you want to kayak in the spring, bbq and swim in the summer, go apple-picking and enjoy the fall foliage, or cozy up by the fire in the winter, this lakehouse is the perfect retreat all year round!brbrThe house was recently gut renovated, and is fully equipped to accommodate up to 6 people. It has a full chef's kitchen, gas fireplace, washer/dryer, cable tv and wifi. There is a BBQ on the deck overlooking the lake. The kitchen is stocked with everything a chef will need to put on a show! The house also has a private dock with swimming platform, 4 kayaks with paddles, life jackets, fishing rods and a 12ft shuffle board. The main floor has air conditioning, and all bedrooms have ceiling fans and localized heating. Additional amenities include wifi, cable, Beekman 1802 toiletries, high-quality bedlinens, towels and blankets. brbrThe lakehouse is located a mile off of I84 and is a quick 1 hour 20 minute drive from midtown Manhattan. You can also take Metro North's Harlem Line to the Southeast station , which is 10 minutes away.brbrLocal Attractions include: Beacon (Dia Museum, art shops, restaurants), Storm King, Cold Spring (antique shopping, cafes), Dover Springs, Brewster, Carmel. There are a ton of local hiking trails that have been ranked some of the best in the country. We are just a short drive from the Appalachian Trail, Breakneck Ridge, The Beacon Reservoir and The Fire Tower trails. For kids, we are close to Splashdown Beach water park, and several great local farms and orchards for apple, peach, berry, vegetable and pumpkin picking, and maple syrup tasting! Full details are included in your welcome packet.brbrFor our family visitors, we have a Stokke high chair and baby gate for the stairway, and a full size crib, all available upon request. The kitchen is equipped with kids plates, bowls, and toddler/baby cutlery. We also have two swings below the deck, one standard park style and one bucket style for babies.brbrPlease note the incline down from the house to the lake is steep, so please contact me to discuss further if you have concerns about mobility. The age requirement to book is 28. Due to the septic capacity, we have a maximum occupancy of 6 people.

Quiet Lakefront Retreat only 80 minutes from NYC- with Private Dock

Holmes, New York, United States

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Sleeps

$633.86

Welcome to your family’s new favorite vacation home, where your backyard is Dutchess County's largest private motorboat lake and your commute is less than 90 minutes from Manhattan. Tucked away amidst the lush foliage, this charming lakehouse is ready for you to enjoy its rustic allure and breathtaking views.brbrOnce you arrive, you’ll find a well-appointed interior adorned with rustic touches and modern comforts. The primary bedroom boasts a king bed, a television, en-suite bathroom, and stunning wall-to-wall views of the lake outside. Our quiet second bedroom has a view of our front garden and is equipped with a queen bed and a television. The fully carpeted attic bedroom with a queen bed can be used as a child’s playroom, a quiet oasis workspace, or the perfect reading nook as you enjoy your favorite page-turner on the cushioned windowsill beside the custom octagonal window that overlooks the lake.brbrThe downstairs living area and kitchen are great for communing with family and friends. From the kitchen filled with handcrafted wooden accents, guests can cook while enjoying each other’s company in the dining area and the extra-large couch. Cozy evenings are made perfect with your family’s favorite movie on the television and a warm fire in the hearth below.brbrSummer daytimes are for barbecuing on the back porch and descending the majestic wooden staircase to your private dock. There, enjoy all the lake has to offer! Explore its vastness on one of our state-of-the-art fiberglass standup paddle boards, or enjoy your favorite beverage while standing waist-deep on our underwater platform. As the sun sets, make use of the fire-pit for an evening of laughter and s’mores.brbrIn the fall, enjoy the foliage while swimming in the lake, which can stay warm through October. Take a visit to Barton Orchards just 12 minutes away, where the kids can visit the petting zoo, the adults can stop by the bar for some craft beers and wine, and the whole family can enjoy live music and 175 acres of apple-picking. brbrWinter visits are a wonderful time to check out Thunder Ridge Ski Area, just a 10 minute drive away from the house. This ski mountain is fun for the whole family, with 22 trails, 3 chairlifts, 4 magic carpets, and slopes ranging from slow and gentle to advanced and adventurous. Pawling’s Lakeside Park, Wonder Lake, and the Appalachian Trail are each 5-10 minutes away and are beautiful options for quiet winter hikes and strolls. When you come home after a day of cold-weather adventuring, kick back on the couch with a warm fire, good music on the speakers, and your favorite hot beverage.brbrIn any weather, visit the local area for great coffee, delicious food, and handmade treats. The Farmer’s Market on Saturday hosts crafts and produce vendors in Pawling, just 10 minutes away. There, you can enjoy the local shops and stay for an incredible meal at the award-winning McKinney and Doyle, one of the best restaurants in the Hudson Valley. If you enjoy live music, see a weekend solo performance in the evening at Dancing Bear Cafe, or check out Daryl’s House any time for great food and shows hosted by Daryl Hall of Hall & Oates. And if you feel like exploring a little further, we love to recommend a visit to Beacon, which is a quick 30 minute drive away.brbrWhether your family is lounging on the dock with a good book, exploring the shoreline by paddle board, or adventuring at local spots, your options for a great family vacation are endless. Come experience the magic of lakeside living at its finest!

Gorgeous Lake-Front cabin, private dock, 90 minutes from NYC!

Holmes, New York, United States

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Most popular vacation rentals in Holmes

$371.14

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holmes, New York, United States

Bed

Bath

Sleeps

$529.37

Peaceful & Quiet Lakeside Home with Hot Tub, Pool Table, Fire Pit

Holmes, New York, United States

Bed

Bath

Sleeps

$633.86

Gorgeous Lake-Front cabin, private dock, 90 minutes from NYC!

Holmes, New York, United States

Bed

Bath

Sleeps

$634.41

Beautiful Lake View House Overlooking Peaceful Whaley Lake

Holmes, New York, United States

Bed

Bath

Sleeps

$647.97

Lakefront Escape with Gorgeous Views a Short Trip from New York City!

Holmes, New York, United States

Bed

Bath

Sleeps

$774.41

Serene Holmes Cottage Near Lakes & Trails!

Holmes, New York, United States

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Bath

Sleeps

$608.61

Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!

Holmes, New York, United States

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Sleeps

$570.15

\"Country outside the city \" 3 bedrooms 2 full bathrooms

Holmes, New York, United States

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Bath

Sleeps

$106.78

Gîte la Grangette 2/5 pers domaine La Maison d'Aum - label clef verte 2024

Bourrou, Dordogne, France

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Bath

Sleeps

$291.86