Home Vacation Rentals By Owner In Orleans, MA

Showing 160 Of 296 Vacation Rentals
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$410.07

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Private Vacation Home

Game Room, Central AC, Dog Friendly!

Orleans, Massachusetts, United States

Summary:brbr15595 - Dune Crest: Game Room, Central AC, Dog Friendly!brbrbrbrThe Space:brbrWelcome to Dune Crest, a spacious Cape Cod getaway nestled in picture-perfect Orleans, MA—ideal for families and friends seeking comfort, relaxation, and coastal charm. brbrbrbrUnwind in this bright, airy, dog-friendly home featuring central air conditioning and plenty of space to spread out. The home offers four inviting bedrooms across two levels: three on the main floor—including a primary suite with a king bed and ensuite bath, plus two queen bedrooms—and a fun kids’ room on the lower level with four twin beds. With two additional full bathrooms, the home comfortably accommodates up to 10 guests.brbrbrbrThe open-concept living and dining areas are designed for easy gathering, complete with WiFi and a fully equipped kitchen perfect for group meals. Start your mornings around the modern kitchen island with fresh coffee, or step outside to enjoy your peaceful yard. After a day of exploring, relax on the sunny patio, fire up the grill for a cookout, or share laughs around the wood-burning fire pit under the stars.brbrbrbrWhen it’s time to explore, you’re just minutes from some of Cape Cod’s best beaches. Skaket Beach—famous for its warm waters and spectacular sunsets—is less than a 10-minute drive away. Stop by Nauset Farms for fresh sandwiches and local treats before heading to the shore. A short drive brings you to Orleans’ charming Main Street, where you’ll find boutique shops and local favorites like Sunbird and Hole in One for breakfast, Land Ho! for casual lunch, or La Bella Vita for Italian-inspired dining. Don’t miss a scoop (or two) from Hot Chocolate Sparrow or Ice Cream Café on warm summer evenings.brbrbrbrFor adventure, rent kayaks at Goose Hummock Shop, fish along Town Cove, bike the Cape Cod Rail Trail, or visit the Cape Cod Museum of Natural History—all just a quick trip from your home base.brbrbrbrBack at the house, keep the fun going in the dedicated game room, complete with a foosball table and Nintendo Switch. Wind down outside surrounded by classic Cape Cod natural beauty. Bring your group, your pup (pets welcome!), and settle into Dune Crest—where carefree beach days turn into cozy nights. Book your Orleans retreat today and start making memories at Dune Crest.brbrbrbrHome Details:brbr-Dogs Welcomed (w/fee of $45/night per dog) brbr-Sleeps 10brbrBedroomsbrbr-Total 4brbr-1st Floor Bedroom: 1 King Bed (Ensuite)brbr-1st Floor Bedroom: 1 Queen Bedbrbr-1st Floor Bedroom: 1 Queen Bedbrbr-Ground Floor: 2 Day Beds w/trundle (4 Twin Beds Total)brbrBathroomsbrbr-Total 3brbr-1st Floor: Full Bathroom, with Shower (Ensuite w/ King Bed)brbr-1st Floor: Full Bathroom, with Tub/Shower Combobrbr-Ground Floor: Full Bathroom, with ShowerbrbrOther Amenities brbr-Central A/C (1st Floor)brbr-Mini Split AC (Ground Floor)brbr-WiFibrbr-Smart TV brbr-Game Roombrbr-Foosball Tablebrbr-Streaming Servicebrbr-Washer/Dryerbrbr-Propane Grillbrbr-Wood Firepit brbr-Indoor Fireplaces are not for guest use (fines remitted)brbr-Please note outdoor amenities are available seasonallybrbr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbrbr-Cleaned with Hospital Grade Disinfectantbrbr-Parking for 3 cars maximumbrbr-C0442421152
Bed 4

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Bath 3

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Sleep 10

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Exceptional(1)

$529.25

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Private Vacation Home

Short Kayak Ride to Nauset Beach

Orleans, Massachusetts, United States

Warm and inviting home just 2 minutes from Salt Water Landing at Mill Pond and Roberts Cove with water access to Nauset Beach. brbrThis wonderful one story Cape style home offers many updates including new deck, outdoor furniture, mattresses and sofas. There is an open kitchen, dining area and living room on one side of the home with a terrific family/sunroom on the other side. These areas will easily accommodate guests looking for a quiet reading area or a large and bright entertaining area.brbrThere are also two full bathrooms; one with a tub/shower and one with a shower. And there are three bedrooms; 2 with queen beds and one with 2 twin beds.brbrThe family room leads to a nice deck with umbrella, table and chairs, and gas grill. Also featured is an enclosed outdoor shower and a lovely, ample back yard for fun and games or just relax in the Adirondack chairs.brbrAmenities: Four Window Air Conditioners (1 in each bedroom and 1 in the living area), Dishwasher, Electric Stove, Washer and Dryer, Microwave, Drip Coffee Maker, Wireless Internet, 1 Television with Basic Cable, Iron and Ironing Board, and 4 Beach Chairs. Sheets and towels are not included.brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee; guest services fee; all applicable taxesbrbr* SUNDAY TO SUNDAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 6 PEOPLE TOTAL (adults and children)br* PARKING FOR 2 VEHICLESbr* SHEETS AND TOWELS ARE NOT INCLUDED, available to rent from local linen company, we are happy to provide informationbrbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover rental!brbrAs a guest of Kinlin Grover, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!brbrbr***GUEST REVIEWS***brbrWe've stayed at the Mill Pond cottage (29 Mill Pond Road) a number of times and with different configurations of guests - as a couple on honeymoon; with our family; with a touring group of musicians. It worked perfectly for all of these configurations! We love the cozy, welcoming feel of the cottage - it always feels like home. It's a wonderful location - quiet neighborhood; easy distance to the water; and wonderful walk around the mill pond. The cottage has everything you could possibly need, and then some! We love breakfasting at the picnic table on the deck; playing board games/doing puzzles in the living room; or snuggling and watching TV in the TV room. Even with a big group (we've visited with a group of 7 adults) it doesn't feel crowded and there's space to hang out. We'll be back, we hope soon!br- Verity T. (repeat tenant) from Amherst, MAbrbrThis lovely cottage is like the song Old Cape Cod. It has all the convenience of home and the nostalgia and ambiance of a beach vacation home. The furnishings are comfortable, more than adequate and all you need for living as well as vacationing is available. A short walk to a quiet very private beach, as well as beautiful old and new beach homes in an exclusive neighborhood. You will love it, trust me, I've enjoyed this area for over sixty years.br- Val D. from Rancho Mirage, CAbrbrWe love this cottage, it has everything when staying on Cape Cod. We have stayed in other cottages but this has always been the perfect balance, we love the backyard and the wood chairs on the grass and patio table that the owner's constructed themselves. The cove has the perfect walking trails and clams to dig if you get a permit. The neighbors have always been welcoming as we take walks around the neighborhood. We love going to the cottage during the month of July beginning of August when all the restaurants and activities of the town are available.br- Wendy Z. from Laguna Niguel, CAbrbrOur family has rented this cottage for the last 10 years. The cottage is spacious, very comfortable with all the amenities needed for a vacation. There is also a nice and well maintained garden where you can eat outside and where we enjoyed numerous barbecues. We also love the fact we can walk to the water and that the house is only a very short drive to the stores in East Orleans. A very special place and friendly owners. We just love it and are eager every year to come back for our vacation.br- Christian A. from Paris, FrancebrbrThe Mill Pond House: My husband and I look forward to our annual visits there with great anticipation. The house is clean, comfortable and cozy and set in a quiet and pretty neighborhood affording both privacy and easy accessibility to beaches, woodland hikes, restaurants, shops and all the attractions of a classic Cape Cod retreat. The cottage itself has two living rooms with dining areas that allow separate activities to take place without interference. Can't wait to get there again!br- Galene K. from Norwalk, CT
Bed 3

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Bath 2

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Exceptional(1)

$720.75

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Private Vacation Home

Coveside: Town Cove Waterfront

Orleans, Massachusetts, United States

Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape Cod vacation retreat!brLight and bright, with beautiful hardwood floors and an open floor plan, the main level has a large, fully equipped kitchen with granite counters and breakfast bar open to the dining area. The living room offers comfortable seating and TV for hanging out after a day at the beach. Large picture windows provide sunlight and beautiful water views. Also on the main level is the queen bedroom, full bathroom, and laundry. The upper level has the second full bathroom and three bedrooms - a very large king bedroom, and two additional bedrooms each with two twin beds.brbrStep out the front door to expansive views of Town Cove as you grill dinner on the patio. The lawn between the house and the water is part of your vacation retreat and provides direct access down a pathway to the water. Bring your kayaks and paddleboards! Relax and dine overlooking the water or relax in the hammock with a great beach read. Outdoor shower to rinse off after a day at the beach! Beach Chairs, and sunshade.brThe Cottage Street Bakery, Ice Cream Cafe, Cooke's Seafood and Lost Dog Pub are just around the corner for sweet treats and delicious food. Two of Orleans' famous beaches, Skaket and Nauset, are just 7 and 10 minutes by car.
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Bath 2

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Sleep 8

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$436.66

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Private Vacation Home

Easy Walk to Scenic Kent's Point in Beautiful Orleans, MA - Pet Friendly!

Orleans, Massachusetts, United States

Summary:brbrPerfect for families - walk to Crystal Lake for a swim. Easy drive to bay and ocean beaches. Close to town for excellent restaurants, shops, and more!brbrbrbrThe Space:brbrWelcome to Salt River Retreat, a delightful family home tucked away in a coveted Orleans neighborhood. This charming getaway is perfectly positioned for outdoor enthusiasts. A short stroll leads you to Kent's Point, a breathtaking stretch of seaside conservation land overlooking The River, a sparkling saltwater estuary off Pleasant Bay. Dog lovers are welcome to bring their furry friends along to explore the sun-dappled trails. For those who prefer a refreshing dip, Crystal Lake, a pristine 38-acre freshwater lake, is also within walking distance, offering the perfect spot to cool off on a warm summer day.brbrbrbrStep inside and you'll be greeted by a stunning living room with soaring vaulted ceilings and exposed wooden beams, creating a warm and relaxing ambiance. Sink into the plush seating for a cozy movie night, or simply unwind with loved ones after a day of adventure. Just beyond, the spacious kitchen is a cook's delight, with modern stainless steel appliances, generous counter space for meal prep, and everything you need to whip up family favorites. The kitchen flows seamlessly into a bright and cheerful sunroom, where a dining table invites you to share meals together while enjoying views of the outdoors. Out back you'll discover a spacious deck, perfect for sunbathing. The expansive yard is ideal for kids and dogs to play freely while you unwind with a good book or an afternoon cocktail. Each bedroom is comfortable and thoughtfully appointed, offering a restful retreat after a day of exploring all the wonderful things Cape Cod has to offer.brbrbrbrSalt River Retreat is conveniently located just minutes from all that Orleans has to offer while still providing a peaceful and private escape. A quick 5-minute drive brings you to the heart of downtown Orleans, where you can explore an array of fantastic restaurants, charming boutiques, grocery stores, and more. Both Cape Cod Bay and Nauset Beach on the Atlantic Ocean are easily accessible, giving you the best of both worlds, calm waters for family-friendly swims and rolling waves for the surf lovers in your group. Whether you're exploring scenic trails, basking in the sun by the water, or simply relaxing in this inviting home, Salt River Retreat is the perfect place to make unforgettable memories in this picturesque seaside village. Book your stay today and experience the best of Cape Cod living!brbrbrbrLayout of Bedrooms & Bathrooms:brbrbrbrMain LevelbrbrBedroom #1 - King bedbrbrBedroom #2 - Twin trundle bed and twin bunk bedbrbrBedroom #3 - Pull out sofa bedbrbrbrbrBathroom #1 - Full bathroom with walk in showerbrbrBathroom #2 - Half bathroombrbrbrbr**Linens and bath towels are included.**brbr**This is a pet friendly home. If you plan to bring a dog along, please notify Nauset Rental so we may gather some information about your pet for our records.**brbrbrbrOther Things to Note:brbr-
Bed 3

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Bath 1

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Sleep 8

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Exceptional(19)

$219.34

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Private Vacation Home

Bike to Nauset Beach or Walk to Mill Pond!

Orleans, Massachusetts, United States

Summary:brbr15533 - Beach Cruiser: Bike to Nauset Beach or Walk to Mill Pond!brbrbrbrThe Space:brbrThis quaint cottage is located in a quiet neighborhood in desirable East Orleans and is a short walk to preservation land and a salt water bay worthy of kayaking. Bring your bikes for a fast 10-minute ride to Nauset Beach or your kayaks for unending exploration in Town Cove, Mill Pond and access all the way to the Atlantic Ocean. The cottage has plenty of space for a small family with three bedrooms, one and a half bathrooms, dining area, and cozy living room for TV watching and board games. The kitchen is on the smaller side, but sufficient for meal prep. Most importantly, you’ll have a large outdoor deck on which to enjoy beautiful summer evenings, as you grill up fresh seafood, juicy burgers or local produce from nearby Nauset Farms market. Mill Pond is only a 10-minute walk down a nature trail. Home Details: -Sleeps 6 br-Single Level (2 Stair Walk-Up) br-Bedroom #1: 1 Queen Bed br-Bedroom #2: 2 Twin Beds br-Bedroom #3: 1 Twin Bed w/ Trundle br-Mini-Split A/C Unit in Living Room br-Cable TV br-WiFi br-Washer/Dryer br-NO Pets (fines remitted) br-Charcoal Grill br-Outdoor Shower br-Sheets and Bath Towels Provided with Beds Made Upon Arrival br-Cleaned with Hospital Grade DisinfectantbrC0043162240brbrbrbrThe Neighborhood:brbrOceanside
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Bath 1

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Sleep 6

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$1133.01

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Private Vacation Home

3 Minute Walk to Nauset Beach

Orleans, Massachusetts, United States

Summary:brbrClassic Nauset Heights beach house, wraparound deckbrbrbrbrThe Space:brbr*Contact us for information on long-term booking opportunities!*brbrbrbrThis home is represented by Nauset Rental, a local vacation rental management company.brbrbrbrViews of Nauset Beach from almost every room of this 5 BR/3 BA classic, wood filled Cape Cod home in Nauset Heights. A 3 minute walk to world-renowned Nauset Beach and easy walk to inland waters and beach of Nauset Cove. Large wraparound deck with unobstructed views of Nauset's dunes and The Cape Cod National Seashore. This house has a very private view with just conservation area between it and the water, like your own private nature preserve. You will be renting the entire property. There is a garage and studio pictured but these are not used by anyone during the rental season - just owner storage. brbrbrbrCallanan's Pass provides a walking path directly to Nauset Beach just North of the public beach. This offers a respite away from the crowds of the public beach. The main floor has a whole side of the house facing the water with views through sliders and large picture windows from the kitchen and living room. A full deck just off the kitchen and living room with full views of conservation land below the Atlantic Ocean make you feel connected to the outdoors. Cool Ocean breezes come in right off the water in summer.brbrbrbrLarge classic home so close to Nauset Beach! Special unobstructed view of beach and national seashore lands. A short drive down a very private road off Nauset Heights leads you to this Cape Cod Classic. Wrap around decks offer a relaxing respite with views of Nauset Beach and dunes. There are no homes between you and the sand! This 5 bedroom home is light filled with water/ beach views from most rooms. Beautiful tub on the second floor, wooden floors throughout except for the large tiled lower living area. Exposed beams throughout the house, kitchen and living areas open to the view, Cozy bedrooms capture the spectacular Cape Cod light in the morning. brbrbrbrLayout of Bedrooms & Bathrooms: brbrLower Level brbrBedroom 1 - split king (can be separate into 2 twins) with A/C window unitbrbrBedroom 2 - two twins with A/C window unitbrbrFull bath with shower brbrMain Level brbrBedroom 3  - twin bed with A/C window unit brbrFull bath brbrUpper Level brbrBedroom 4 - primary bedroom with king bed with A/C window unitbrbrBedroom 5 - two twin beds with A/C window unit brbrFull bath with soaking tub brbrbrbr**Typically renters bring their own sheets, towels etc. Please inquire if you are interested in having linens delivered to the home for an additional fee.**brbrbrbrGuest Access: Whole home and grounds.brbrbrbrInteraction with Guests: As much or as little as they like.brbrbrbrOther Things to Note: Typically renters bring their own sheets, towels etc. That said, there are some great local companies we can refer you to that have rental linens available that can be delivered to the home for an additional fee.brbrbrbrOther Things to Note:brbr-
Bed 5

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Bath 3

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Sleep 9

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Exceptional(2)

$381.18

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Private Vacation Home

Cheerful Home Close to Bay and Town

Orleans, Massachusetts, United States

This bright and cheerful home approximately one half mile from either the bay or the center of Orleans. So close to Rock Harbor where you can charter a fishing boat or relax on the sandy beach while watching the boats come and go at high tide. Nicely located just under a half mile from Rock Harbor, just over a half mile to the bike trail or the center of town, 1.2 miles to Skaket Beach on the bay, and 3.8 miles to Nauset Beach on the ocean.brbrEnter this charming home to find a fully stocked kitchen, separate dining room, large, open living room, full bathroom with a combination tub and shower, master bedroom with a queen bed, and guest bedroom with an extra long twin bed with trundle.brbrThe second floor has a wonderful loft area with two twin beds on one side and a sitting area on the other side with a queen pull-out sofa.brbrThere is a nice covered patio area outside with outdoor furniture. There is also a level yard with small kettle pond in the back of the house. Enjoy an afternoon barbeque or rinse off after a long day at the beach in the exterior enclosed shower. brbrAmenities include: Central air conditioning (recently installed), wireless internet, 4 televisions with extended cable, dishwasher, electric range, drip coffee maker, washer and dryer in the basement, gas grill, outdoor furniture, umbrella, 3 beach chairs and misc. beach items. Sheets and Towels are not included but rental companies can be provided.brbr* Additional Fees:br- $220 Non-refundable Reservation Fee; $30 Damage Protection Fee; Guest Services Feebr- All Applicable Taxesbrbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* SHORTER STAYS AVAILABLE OFF-SEASON ONLY, THREE-NIGHT MINIMUM, LESS THAN 7 DAYS, $185 CLEANING FEE APPLIESbr* NO PETSbr* NO SMOKINGbr* OCCUPANCY: 6 (Adults and Children)br* PARKING FOR 3 VEHICLESbr* SHEETS AND TOWELS ARE NOT PROVIDED, available to rent from local linen company, we are happy to provide informationbrbr* CONSIDER RENTING 32 OR MORE DAYS AND TAXES WILL BE ELIMINATEDbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover Compass rental!brbrAs a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!
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Exceptional(7)

$622.37

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Private Vacation Home

Beach & Golf Hub w/ All-Season Sunroom in Cape Cod

Orleans, Massachusetts, United States

Families Welcome | Multiple Living Spaces | 2 Mi to Nauset BeachbrbrEmbark on your dream East Coast getaway and stay at this charming 5-bedroom, 3.5-bathroom Orleans vacation rental! Nestled near pristine beaches, lush golf courses, and other fun-filled activities, this abode offers an idyllic home base while you explore the Cape Cod area. Spend your days splashing in the saltwater, then head into town and indulge in an iconic lobster roll for dinner. Adventure awaits; book your trip today!brbr-- THE PROPERTY --brbrC0521792240brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 twin bedsbr- Bedroom 5: 1 twin bedbr- Additional Sleeping: 1 portable crib (bring your own sheets)brbrMAIN FEATURESbr- Smart TVs, books/board gamesbr- Dining tablesbr- Fireplace (decorative only)br- Furnished sunroom, multiple living areasbr- Spacious yardbr- GrillbrbrKITCHENbr- Refrigerator, microwave, stove/oven, dishwasherbr- Keurig & drip coffee makers, toasterbr- Cooking basics, dishware/flatwarebrbrGENERALbr- Free WiFibr- Central heating, window A/C unit, ceiling fansbr- Washer/dryerbr- Towels & linens, trash bags & paper towelsbrbrACCESSIBILITYbr- 2-story home, 2 steps required to enterbr- 1st-floor bedroom & full bathbrbrPARKINGbr- Garage (2 vehicles)br- Driveway (4 vehicles)brbr-- THE LOCATION --brbr- Close to Downtown Orleansbr- 2-11 miles to Nauset Beach, Skaket Beach, Coast Guard Beach & Lighthouse Beachbr- 2 miles to Cape Cod Rail Trail & 4 miles to Fort Hill Trailbr- 6 miles to Cape Cod National Seashore Salt Pond Visitor Centerbr- 6-12 miles to The Captains Golf Course, Chatham Seaside Links & Cranberry Valley Golf Coursebr- 9 miles to Cape Cod Museum Of Natural History & 14 miles to Cape Cod Museum of Artbr- 22 miles to Cape Cod Gateway Airport & 92 miles to Boston Logan International Airportbrbr-- 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 smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 2 steps to enter; it features a bedroom and full bathroom on the 1st floorbr- The fireplace is decorative onlybr- Sheets are not provided for the Pack 'n Play; it is recommended that you supply your own
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Bath 3

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Exceptional(4)

$1478.32

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Private Vacation Home

Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.

Orleans, Massachusetts, United States

This beautiful vacation home is located just a two minute walk from the popular Skaket Beach in Orleans, MA, a quaint seaside town that sits on the outer elbow of Cape Cod. With about 2,350 square feet to call your own, you’ll step into a clean, bright, modern and spacious space that offers excellent amenities and can comfortably sleep up to 8 people. With a perfect blend of quality and privacy that’s merely steps away from the sand, the area also boasts the popular Cape Cod Rail Trail bike path (about 1/2 mile away) and downtown Orleans (1 mile away), with a wide variety of shops and restaurants to enjoy along the way.brbrThe home has 2 master bedrooms, each with an en suite full bath. There are two more bedrooms with a pair of twins each. The twin bedrooms share another full bath. There is also a half bath next to the kitchen.brbrWith bright and modern stainless steel appliances, the kitchen also includes granite counter tops, a gas range, and a large center island.brbrThe space opens up to the dining area, which seats up to eight, while the open floor plan flows into the living room with plenty of comfortable seating and a large wall mounted Smart TV.brbrThere is a gas grill and dining table and chairs for 8 on the elevated private back deck. There’s also an enclosed outdoor shower on the side of the house.brbrThe house has central A/C, high speed Wi-Fi, cable and smart TV, as well as a Sonos Sound System.brbrThis home has the best location at Skaket Beach to enjoy long beach days and relaxing evenings barbecuing on the private back deck. brbrhttps://www.wildflowerlane.com
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Exceptional(12)

$522.18

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Condo

Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

Orleans, Massachusetts, United States

Well-equipped waterfront haven sleeps up to 6 on two levels next to freshwater Crystal Lake. With its enticing southern views over sparkling swimmable water, outdoor amenities include an enclosed shower, patio, propane BBQ, large sloping lawn, small sandy beach, new deck next to a vintage boathouse, three kayaks, a canoe, and a floating swim dock.brbrThis home has a full-featured eat-in kitchen, living room, half-bathroom, and full-sized laundry machines on the ground floor, with two queen bedrooms and a full bathroom upstairs. The 55” QLED 4K smart TV with 3-channel soundbar on a full-motion mount lets you watch from the kitchen, living room, or patio. The queen-sized sleeper sofa is brand new, as are all furnishings, wall art, and the bottom-up/top-down honeycomb shades on all windows. There’s 300Mbps Xfinity wifi, plus Roku-equipped TVs in both bedrooms. Mini-split heating/AC lets you customize each room’s climate. And the tankless water heater provides infinite hot water.brbrLocated in a quiet part of Orleans at the north end of Crystal Lake, close to downtown, you’re 2 minutes from public tennis courts at Eldredge Park, 3 minutes to the 25-mile rail trail bike path, and 6 minutes to Nauset Beach on the ocean or Skaket Beach on Cape Cod Bay.brbrThere’s a Super Stop & Shop 5 minutes north and a Shaw’s supermarket 4 minutes west, along with numerous restaurants and coffeehouses, boating, watersports, and bike-rental stores, gyms, and pharmacies within a 3-minute drive. Snow Library, the Orleans Firebirds’ baseball diamond, and the Academy Playhouse are all a 2-minute drive away.brbrThe kitchen features a gas oven/range, microwave oven, dishwasher, freezer-on-the-bottom fridge, French press and flex-brew coffeemakers (with coffee pods, creamer, and sugar), Ninja blender, toaster, filtered-water pitchers (2), complete BBQ set, box full of bug sprays, sunscreens, and aloe, full set of pots and pans (including a lobster pot), flatware, Corell dinnerware, and glassware (mugs, juice glasses, iced-tea glasses, stemless wine glasses, tumblers, and picnic cups) for 6. There are folding trays when it's time to move to the living room or paved, umbrella-shaded patio.brbrOn arrival, park in one of the two spaces marked ''Unit 1'' and walk down a short path (lined with motion-sensitive LED lights) past a neighbor’s garage and down 7 steps toward the lake. The home isn’t visible from the road. Unit 1 (your destination) is part of a 4-unit condo association and shares a common wall with Unit 2 (on the far side). All occupants share the lawn, deck, watercraft, and swim dock.brbrThis property has a 1-night minimum stay and a 30-night maximum stay. State and local short-term occupancy taxes totaling 14.45% apply to all reservations. A fully refundable $200 damage deposit applies to all bookings, and there's a $225 cleaning fee.brbrLinens, Towels, etcbr===============brLinens are supplied for all three beds, along with bath, hand, makeup, and beach towels. Pillow protectors will be freshly laundered; mattress protectors, bedspreads, blankets, and quilts will not.brbrJune-early September Bookings are Saturday-to-Saturdaybr======================================================brPeak-season demand and Saturday changeover days (traditional on the Cape) compel me to permit only Saturday-to-Saturday bookings from June through early September.
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Exceptional(6)

$939.58

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Private Vacation Home

Sprawling Home With Private Association Lake Access (2289)

Orleans, Massachusetts, United States

Perched upon the top of a scenic hill with views overlooking Crystal Lake, this sprawling rental embodies the perfect relaxing getaway for your entire group. Updated for 2025 with brand-new kitchen appliances and a high-efficiency family room air conditioning unit, the home is designed for maximum comfort. You can leave your beach bags and sandy shoes in the spacious two-car garage for quick trips to the area’s pristine ocean beaches, then return to utilize the refreshing outdoor shower after a day in the salt air. The private backyard is a memory-making haven, complete with a deck and level lawn ideal for summer BBQs and classic yard games.brbrThe main level features a bright and inviting open floor plan that connects a renovated kitchen, a formal dining area, and a large family room centered around a 50 TV. Sliding doors make the transition to the back deck effortless, allowing you to move from cooking in the gourmet kitchen to dining under the stars in seconds. This floor also includes a dedicated bedroom with a queen bed, making it accessible for those who prefer to skip the stairs. Descending to the walk-out lower level reveals additional space to spread out, offering privacy and flexibility for diverse groups.brbrOn the second floor, you will find four more thoughtfully appointed bedrooms, including a generous primary suite with a king bed and another room with a comfortable queen bed. This floor is perfectly suited for families, offering a room with a twin daybed and a fun bunk room that houses three twin beds in total. To ensure a peaceful night's rest, every upstairs bedroom is equipped with a window air conditioning unit, and two full bathrooms service this level to keep morning routines smooth.brbrDirectly across the street, a short and private wooded path leads you to a secluded landing on Crystal Lake, putting the water’s edge just 150 yards from your front door. This state-stocked body of water is excellent for swimming and trout fishing, providing a tranquil freshwater alternative to the nearby salt bays. While the property feels like a private oasis, its convenient location allows you to access the vibrant shops and acclaimed dining of downtown Orleans in mere moments.brbrDogs permitted with owner permission and an added fee. BOOK NOW! An administrative fee and applicable taxes may apply. Linens not provided. Guests may rent linens or bring their own.
Bed 5

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Bath 3

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Sleep 11

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Exceptional(7)

$730.17

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Private Vacation Home

4 Minute Walk to Nauset Beach

Orleans, Massachusetts, United States

Summary:brbrUnique Nauset Heights home with lookout deck, Full AC, & 250 yards to Nauset BeachbrbrbrbrThe Space:brbrThis home is represented by Nauset Rental, a local vacation rental management company.brbrbrbrAre you looking for a classic Cape Cod home in the Nauset Heights area of Orleans for your next Summer vacation Then look no further because we have the PERFECT home for you & it's just moments away from Nauset Beach! Nauset Lookout offers water views of the Atlantic Ocean, a spacious interior & nostalgic vintage vibes. As an added perk, delicious eats from Nauset Farms, The Barley Neck Inn, Whisk Cafe & The Rail are just a short car ride away.brbrbrbrThe main floor of the home is full of natural sunlight that showers in from an abundance of windows. Tall, vaulted ceilings in the living area surrounded by wood walls & beams, make the large open space the spot to be! The fully equipped kitchen has all the necessities you could need for preparing dinner and then grilling it up on the gas grill outside. Whether it's burgers & hotdogs, fresh caught local fish or ribeye steaks, somehow your dinner will just taste better when it is enjoyed outdoors on the expansive back deck. After dinner, curl up on one of the cozy couches in the living room and read one of the many books from the bookshelves or gather the family around the oversized dining table and play a board game. The possibilities are endless. brbrbrbrOne of the bedrooms on the main floor offers a king bed & wall of glass windows. If waking up early to warm Summer sunlight is too bright for you, pull the full length curtains shut and sleep in a bit longer. Boasting a queen bed & private access to the wrap-around deck, the second bedroom on the main floor is a cozy spot to ride out a rainy Cape Cod afternoon. Both the bedrooms on the upper level share a full bathroom with a tub/shower combo. The lower level of the home is the perfect spot for the kids in your group. One bedroom allows for the option of a  split king when the two twin beds are pushed together. The additional bedroom on the lower level accommodates sleeping for four with a queen bed & twin bunk beds. A full sized bathroom with stand-up shower rounds out the lower level of the home.brbrbrbrAdditional perks to the home are an enclosed outdoor rain shower, washer/dryer, a reading library, mature garden landscape & mid-century artwork. This vintage Cape Cod home offers has many things that set it apart from others in the area (especially its proximity to Nauset Beach!). An abundance of memories with your family & friends could be made in this beautiful Nauset Heights home. Do not let the opportunity to have a magical Summer pass you by!brbrbrbrNauset Beach North is a short four minute walk from the house. There is a gorilla beach wagon in to transport all your beach toys!brbrbrbrbrbrBedroom & Bathroom LayoutbrbrLower Level:brbrBedroom 1 - 2 Twin Beds (can be pushed together for a split king)brbrBedroom 2 - Queen Bed & Twin Bunk BedbrbrBathroom 1 - Full Bathroom w/ Stand-Up ShowerbrbrbrbrMain Level:brbrBedroom 3 - King Bed  & Wall of Glass Windows (Provided Full Length Curtains to Block Light)brbrBedroom 4 - Queen Bed & Private Deck AccessbrbrBathroom 2 - Full Bathroom w/ Tub/Shower CombobrbrbrbrLiving Room:brbrSleeper Bed (Full Size)brbr**Typically renters bring their own sheets, towels etc. Please inquire if you are interested in having linens delivered to the home for an additional fee.**brbrbrbrAmenitiesbrbrToasterbrbrStovebrbrOvenbrbrPots/PansbrbrBlenderbrbrDrip Coffee PotbrbrElectric KettlebrbrMicrowavebrbrRefrigeratorbrbrLobster PotbrbrServing Dishes & Serving UtensilsbrbrWireless InternetbrbrCable TelevisionbrbrHeatingbrbrAir Conditioning (mini splits on upper level, large head unit serving common areas and then two head units in upstairs bedrooms. Also in window and standing units just in case it needs extra cooling.)brbrWasher & DryerbrbrStereobrbrIndoor Woodburning Fireplace Insert brbrOutdoor Rain ShowerbrbrGas GrillbrbrTelescopebrbrBooksbrbrGamesbrbrBeach ChairsbrbrBeach CoolerbrbrBeach ToysbrbrDriveway ParkingbrbrbrbrBeach & Pond Distancebrbr5 minute walk to Nauset Beachbrbr3 minute walk to Mill Pondbrbr8 minute walk to Nauset Heights Association Beach Steps (inner Nauset Cove w/ warm/calm waters)brbr brbrbrbrbrbrWe welcome approved low-impact DOGS  - Guest must reach out to Nauset Rental with dog details for approval either before making reservation or within 48 hours of submitting online reservation. There is an additional $100 fee if you choose to bring your dog along, and we will need to know the following information: brbrbrbrAny shedding brbrAny issues with accidents - urination or throwing up brbrAny issues with chewing furnishings brbrBarking while unattended or while attended brbrAre you confident you can leave property with no sign of your dog when you check out brbrDo you accept full responsibility for the behavior and impact of dogs in your group during your stay brbrbrbrOther Things to Note:brbr-
Bed 4

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Bath 2

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Sleep 10

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$1425.33

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Private Vacation Home

4 Acre Private Estate on the Water

Orleans, Massachusetts, United States

Summary:brbrSweeping water views, plenty of space for a large family getawaybrbrbrbrThe Space:brbr*Contact us for information on long-term booking opportunities!*brbrbrbrThis home is represented by Nauset Rental, a local vacation rental management company.brbrbrbrEscape to one of the largest parcels of waterfront properties left on Cape Cod. This spacious 4 acre private waterfront estate is located in the secluded Snow Point Association with private steps down to the water. Snow Point is a small peninsula of land in Orleans bordered by Rachel Cove, Town Cove and Woods Cove. You'll experience 180-degree views of the water from almost every room in this home, allowing to not miss the beautiful sunset view across the water. You can see Coast Guard Light, Fort Hill, Nauset Marsh and all of the above mentioned coves. You'll feel like you're on your own private island at the Cove Gardens property.brbr brbrPrivate access down to the water on your very own steps in the back yard allows you to bring along kayaks or stand up paddle boards and launch them right from the property. Explore the Cove and surrounding waters right from the back yard.brbr brbrThe 4- acre estate of waterfront lots is fully accessible with plenty of paths on the property to see the views from multiple perspectives!  Enjoy the surrounding wetlands, trees and beautiful gardens. If you want to venture out, enjoy the Snow Point Association private beach just down the road which looks east across Nauset Marsh and Nauset Beach, or walk by beach around the whole point starting at the back yard, and wrapping around to Woods Cove, taking in miraculous waterfront views all along the way.brbr brbrLots of rooms and space make this a great home for a big family or a couple of families looking to vacation together. The property has six bedrooms located across 3 floors with plenty of room for extended families to enjoy their company or spread out into private spaces. There are AC's in all bedrooms in the main and upper floors. brbr brbrOn the main floor you'll find a very private primary bedroom with large full bathroom, a bedroom with two twin beds with French doors, and an additional half bath. There is a spacious living room with two seating areas, and a lovely dining room with plenty of seating with water views. brbr brbrUpstairs is a primary queen suite with a full primary bathroom. Additionally there is another queen bedroom and full bathroom, and a bunk room that is great for the kids! The bunk room has a large flat screen TV.brbr brbrThe lower level provides even more space with an additional sleeping area to spread out, equipped with a queen bed, full bath and sliding doors that lead out to the back yard and water views.brbr brbrThis sprawling waterfront property has endless outdoor spaces to explore and relax during your vacation, from the back deck and gardens to the stunning cove views across the lawn.brbrbrbrLayout of Bedrooms & Bathrooms: brbrMain Level brbrBedroom 1 - primary bedroom with queen bed and en suite full bath with 2 showers (one tub/shower combo, one walk-in shower)brbrBedroom 2 - sun room with two twin daybeds brbr1/2 bath brbrLaundry room brbrUpper Level brbrBedroom 3 - primary bedroom with queen bed and en suite full bath with tub/shower combo brbrBedroom 4 - queen bed brbrBedroom 5 - bunk room, with space to sleep 6 (1 twin bunk bed, two twin beds, and a queen bed)brbrFull bath with shower brbrLower Level brbrBedroom 6 - queen bed brbrFull bath brbrbrbrOther Things to Note: Typically, renters bring their own sheets, towels etc. That said, there are some great local companies we can refer you to that have rental linens available that can be delivered to the home for an additional fee.
Bed 6

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Bath 5

Bath

Sleep 14

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Exceptional(71)

$747.5

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Private Vacation Home

Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms

Orleans, Massachusetts, United States

* Custom-built home in one of Orleans's most exclusive and peaceful neighborhoodsbr* Private heated pool with infinity edge and waterfall featurebr* Walk to Nauset Beach - one of the Cape's great open ocean beaches br* Ideal for 2-3 families; each floor has its own sitting/TV area, bed, and bath roomsbr* 100% Refund if you cancel and I'm able to rebook your staybr* Cook's kitchen with Viking 6 burner gas range and plenty of pots and pansbr* Second refrigerator in the garage for grocery and beverage overflowbr* Private sauna for dry or steam relaxation (main floor) br* Jetted soaking tub (main bathroom)br* Tons of windows, French doors, and decks help you enjoy the natural surroundingsbr* Office area with desk, chair, and landline if you need to sneak away for a work callbr* Furnished screened-in porch overlooking conservation area abutting the homebr* Pool area has new (2024) Extra Large Weber 4-burner grill, dining table, lounge chairs, and outdoor showerbr* Garage is stocked with bogey boards, beach cart, umbrellas, beach chairs and a coolerbr* Lower level is a walk-out with 8' ceilings, 5 piece leather sofa set, big screen TV, French doors leading to a small deck, and two bonus rooms set up to sleep 4 br* Central air conditioning plus two ductless heat/ac units in the lower levelbr* House has blankets, pillows, bath mats, kitchen towels, beach towelsbr* Guests provide linens & bath towelsbr* Please note - occupancy limits are strictly enforcedbrbrADDITIONAL DETAIL ON BEDROOMS and BATHSbr* Upper Level Beds: Owner's with King, 2nd bedroom with Queen +1 Twin. br* Upper Level Baths: Owner's en-suite bathroom + second full bathroombr* Main Level Beds: One bedroom with Queen, second bedroom with 2 Twinsbr* Main Level Baths: One full bath services the 2 bedrooms + 1/2 bath Powder roombr* Lower Level Beds: One room with Queen bed, One room with 2 Twinsbr* Lower Level Bath: One full bathroom services the 2 sleeping roomsbr* Lower level twin room does not have a closet
Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps

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