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From $278 per night (USD)
VRBO
Antique Cottage with King Bed, Kitchen, Bath, Private Yard & Path to Arey's Pond
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Captain Seth Sparrow Cottage. Finally relax at this unique and tranquil getaway. One bedroom cottage with co ...
From $278 per night (USD)
VRBO
From $388 per night (USD)
VRBO
1850 Orleans Antique Home with path to Arey’s Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories at this private family and pet-friendly 3 BR Orleans antique Cape Cod home with access to Arey’s Pond. Kay ...
From $388 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Gray Gables | House in Orleans
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Gray Gables Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $368 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Well-equipped waterfront haven sleeps up to 6 on two levels next to freshwater Crystal Lake. With its enticing southern ...
From $340 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Centrally located Orleans home w/ outdoor seatiing
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming 3 bedroom, 1 bathroom home has all you need for a perfect stay. The home is all on one floor, allowing for ...
From $580 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Beach Road pearl
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this hidden gem Classic Cape style house located in East Orleans and situated on a private 1.19-acre knoll. The ...
From $589 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Beautifully Maintained Home in South Eastham on Cul-De-Sac
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Exceptionally maintained home located close to Orleans within an easy drive to bay, ocean and fresh water beaches. The ...
From $409 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Just Over Half Mile to Nauset Beach - Sleeps 10
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Wonderful family friendly home close to Nauset Beach; one of Cape Cod's longest beaches for sunbathing, surfing and brea ...
From $607 per night (USD)
VRBO
From $670 per night (USD)
VRBO
Cozy Beach House-Nauset Heights
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nauset Heights Association - Great spot to get the beach into your bones! Priscilla Landing Inlet and Nauset Beach 2/10t ...
From $670 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Skaket Dream 2/10 mile to Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located just 2/10th's of a mile from bay-side Skaket Beach is this sweet 3 bedroom, 1 full bath (tub/shower combination) ...
From $600 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Recently Renovated Home Close to Nauset Beach and Downtown Orleans (2326)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect Cape Cod retreat in this recently renovated rental home. With its sizable private yard, proximity t ...
From $407 per night (USD)
VRBO
From $706 per night (USD)
Expedia
Bayside 2/10Mi to Skaket Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Four bedroom, 2 bath split level ranch-style home located just 2/10th's of a mile from beautiful bay-side Skaket Beach. ...
From $706 per night (USD)
Expedia
From $1174 per night (USD)
VRBO
Artist Retreat Views of Ocean
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Let nature surround you in this sprawling contemporary where an artists touch and peeks of the Atlantic Ocean are presen ...
From $1174 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Stunning Waterfront Property Overlooking Pleasant Bay (2327)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful rental home offers a serene and picturesque setting with marsh front views, water access just feet away, ...
From $662 per night (USD)
Expedia
From $926 per night (USD)
VRBO
Pristine waterfront oasis, plus game room, jacuzzi and home office!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 15571 - Walkin' on Sunshine: Pristine waterfront oasis, plus game room, jacuzzi and home office! The Space: Di ...
From $926 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Sleeps 8, Minutes to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15545 - Sweet Retreat: Sleeps 8, Minutes to Nauset Beach! The Space: Escape to the charming town of Orleans an ...
From $398 per night (USD)
Expedia
From $376 per night (USD)
VRBO
A Contemporary Gem w/Cape Character, Dog Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 17746 - Turtle Cove: A Contemporary Gem w/Cape Character, Dog Friendly! The Space: Experience the best of Harw ...
From $376 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Enchanting waterfront home with two decks, grill, kayaks, board games, W/D, & AC
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Sailor Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $756 per night (USD)
Expedia
From $603 per night (USD)
VRBO
Located in South Orleans, near Little Pleasant Bay, spacious with 4 bedrooms and great yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 Bedroom - 3 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $603 per night (USD)
VRBO
From $1394 per night (USD)
VRBO
New Listing 2024 Eastwind Estate - Luxury Home on Barley Neck in East Orleans
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Eastwind Estate, a s ...
From $1394 per night (USD)
VRBO
From $838 per night (USD)
VRBO
2 Miles to Nauset Beach and convenient to town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 15573 - Orleans Oasis: 2 Miles to Nauset Beach and convenient to town! The Space: Your Orleans Oasis awaits, 2 ...
From $838 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Explore Downtown and Pleasant Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $366 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Azalea Oasis - East Orleans Home - 5 Minutes to Nauset Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Azalea Oasis! This ch ...
From $369 per night (USD)
VRBO
From $1979 per night (USD)
VRBO
Water views, private beach and spectacular sunsets from highest point in town.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This large, beautiful home is the perfect place to stay for your next beach vacation: whether you’re hosting a big group ...
From $1979 per night (USD)
VRBO
From $1064 per night (USD)
VRBO
Tonset Manor: 232-O East Orleans Vacation Estate Includes Guest House, Heated Pool, Hot Tub
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This property is professionally managed by Pretty Picky Properties. East Orleans Vacation Estate Includes Guest House, ...
From $1064 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Tranquil & sunlit home with peaceful yard, large deck, & fireplace - near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Saltwater Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $458 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Perfectly private location w/deeded beach access!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 15572 - Mayflower Point: Perfectly private location w/deeded beach access! The Space: Hidden in the heart of M ...
From $456 per night (USD)
VRBO
From $469 per night (USD)
VRBO
4 Br - Spacious E Harwich Home - Close to Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Great property for families in a quiet neighborhood, 4 bedrooms and 2 baths. Bright and beautiful spacious home with la ...
From $469 per night (USD)
VRBO
From $461 per night (USD)
VRBO
NEW! Private Home on Cape Cod Rail Trail: Family Oasis Minutes from Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
NEW! Private Family Home near Beaches & Cape Cod Rail Trail Welcome to your Cape Cod getaway at "Anchor in the Pines"! ...
From $461 per night (USD)
VRBO
From $1268 per night (USD)
VRBO
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This spacious, newly renovated home offers plenty of room for everyone to relax. Just steps from Skaket Beach, no parkin ...
From $1268 per night (USD)
VRBO
From $535 per night (USD)
VRBO
Beautiful East Orleans getaway with heated pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Nestled on a beautifully manicured acre of private land, this charming property offers the perfect balance of tranquilit ...
From $535 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Walk to Beach, Home with Central A/C. Private Acre+ Lot
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Walking distance to one of the most beautiful ocean beaches on Cape Cod , this beautiful, freshly remodeled Cape home si ...
From $378 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Kayaking, Swimming, and Shopping all within 3 miles!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15575 - Bright Side : Kayaking, Swimming, and Shopping all within 3 miles! The Space: Welcome to your serene C ...
From $450 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Cottage near Cape Cod National Seashore with firepit, grill, kitchenette, & AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy Escape on the Cape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $192 per night (USD)
Expedia
From $797 per night (USD)
VRBO
1 Minute Walk to Boat Meadow Landing!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: 14515 - Tide Retreat: 1 Minute Walk to Boat Meadow Landing! The Space: Welcome to the tranquil town of Eastham ...
From $797 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Walk to Skaket Beach, Great Backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15574 - Set Sail: Walk to Skaket Beach, Great Backyard! The Space: Conveniently located in Orleans, moments fr ...
From $556 per night (USD)
Expedia
From $1499 per night (USD)
VRBO
Private Estate Near Wequassett Resort and Golf Club
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
** Cancelation Policy @End Luxurious home originally built in 1919 and meticulously restored to its former glory, feat ...
From $1499 per night (USD)
VRBO
From $490 per night (USD)
Expedia
BOATHOUSE on Pleasant Bay - swim, fish, kayak, etc. right off your front porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Like living on a yacht without the rocking - originally built to house boats, the Boathouse is cozy like a ship with wat ...
From $490 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Charming 2-bedroom cottage in wonderful Barley Neck area of Orleans with WiFi AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming cape cottage, 2 large bedrooms, oversized eat in kitchen, full bath, spacious living room with desk. A huge, su ...
From $397 per night (USD)
VRBO
From $1185 per night (USD)
VRBO
Luxury home located 2 min walk from Skaket Beach. Sunny, spacious and private.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautiful vacation home is located just a two minute walk from the popular Skaket Beach in Orleans, MA, a quaint se ...
From $1185 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Association Beach less than a Mile away!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 15576: Rest a Shored - Association Beach less Than a Mile away! The Space: Within the serene enclave of Orlean ...
From $554 per night (USD)
VRBO
From $698 per night (USD)
Expedia
Town Cove Coastal Chic
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located right on the shore of beautiful Town Cove in Orleans. This updated home has 3 bedrooms 2 1/2 baths Nicely appoi ...
From $698 per night (USD)
Expedia
From $331 per night (USD)
VRBO
WATER VIEWS! Eastham Getaway Awaits
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: You and your family cannot beat the charm of this two bedroom house in Eastham. Water views out the sun room & ...
From $331 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Private Retreat for Families Yet Near Everything in Orleans!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
As you eagerly turn down the white shell driveway you will see this backlot property and instantly fall in love with thi ...
From $756 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Private Lake Access, Great for Families!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 15577 - Lakeside Retreat: Private Lake Access, Great for Families! The Space: Amidst the picturesque landscape ...
From $495 per night (USD)
VRBO
From $580 per night (USD)
VRBO
NEW! Spacious Eastham Retreat, 3BD/2BA, Bike Path, Dog-Friendly, Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy tons of space in this IMMACULATE, bright open floorplan, with cathedral living room and FABULOUS kitchen. All new ...
From $580 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Newly Renovated Charming Beach Haven: 2-Minute Stroll to the Sand
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your seaside sanctuary! Nestled just a leisurely two-minute stroll from the pristine shores of the Bay, this ...
From $372 per night (USD)
VRBO
Click For Pricing
Expedia
Beachfront house with amazing views of the Atlantic Ocean and Nauset Inlet.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The best views of anywhere on the Cape! Welcome to Nauset Heights. This comfortable and classic cottage has it all: a se ...
Click For Pricing
Expedia
From $512 per night (USD)
VRBO
Short drive to town and popular beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15578 - The Salty Hare: Short drive to town and popular beaches! The Space: Truly in the heart of Orleans and ...
From $512 per night (USD)
VRBO
Click For Pricing
Expedia
A Jewel of Nauset Heights With Saltwater Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
*Cancellation policy at end of property description.* This 3BR guest house has a charming rusticity with its exposed ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Walking distance to Orleans, stores and baseball games! Close to bay and ocean!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Stop searching for a cute place in Orleans that's close to everything, dog friendly, and meets your budget. You're alre ...
Click For Pricing
VRBO
From $195 per night (USD)
Expedia
Newly renovated, close to beaches, Eastham studio cottage now available!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy your stay in a newly acquired property with updated decor and kitchen. Start your day with coffee on the back dec ...
From $195 per night (USD)
Expedia
From $812 per night (USD)
VRBO
Nauset Heights Luxury: 005-OD Brand New in Nauset Heights!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This home is professionally managed by Pretty Picky Properties. Brand New in Nauset Heights! Three bedrooms plus a bo ...
From $812 per night (USD)
VRBO
From $822 per night (USD)
Expedia
Overlooking Nauset Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Located overlooking the sands of Nauset Beach, this spotless vacation home is a Cape Cod experience. Complete with 5 bed ...
From $822 per night (USD)
Expedia
From $1204 per night (USD)
VRBO
Waterfront Contemporary
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Waterfront Retreat with Scenic Water Views of Woods Cove, and Nauset Beach in Orleans to the Coast Guard Station in East ...
From $1204 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Cozy Cottage Overlooking Rock Harbor Creek
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Orleans one bedroom bungalow in historic Rock Harbor. Immaculately restored with granite counters and beautiful har ...
From $376 per night (USD)
Expedia
From $560 per night (USD)
VRBO
Walk to Nauset Historic Apartment/Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Listen to the waves in this historic home or walk to Nauset Beach! Home was once part of the Mayo Duck Farm and at one p ...
From $560 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Eastham Beach Haven - Spacious 3-Bedroom Retreat in the Heart of Eastham, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming pet friendly 3 bedroom 2 bathroom home is spotless with upscale modern Cape Cod decor. Main level has full ...
From $411 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Discover the charm of HEWORL: Tonset Treasure,
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years. Charming beyon ...
From $539 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Ocean Harbor Estates
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater association beach. A ...
From $614 per night (USD)
Expedia
From $969 per night (USD)
VRBO
Family Tides home, perfect for up to 10 guests.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Perfect for 2 families! Large 5 bedroom, 5 bath home sleeps 10 and is convenient to Nauset Beach, Main Street Orleans an ...
From $969 per night (USD)
VRBO
From $991 per night (USD)
Expedia
Stunning Waterfront Contemporary
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stunning cape contemporary style waterfront home with walls of glass and panoramic salt water views from most every room ...
From $991 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Walk to Nauset Historic Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Walk to Nauset Beach from this wonderful home. Once part of the historic Mayo Duck Farm and a 2/10 mile walk from beauti ...
From $563 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Rock Harbor Beach Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful split ranch is only .5 miles to Rock Harbor Beach and less than 1 mile to Cape Cod Rail Trail. Entry le ...
From $379 per night (USD)
Expedia
From $912 per night (USD)
VRBO
Beautiful Cape Cod Summer Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This 3 bedroom Cape Cod features a stunning new kitchen with white cabinetry, glass tile, new stainless appliances and l ...
From $912 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Stunning Cape Home Near Chatham
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This pet & family friendly newly renovated home in the heart of the Cape has 3 bedrooms, 2.5 baths, and sleeps 8, making ...
From $527 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Pet Friendly, Sleeps 4, Huge Back Yard, Skaket Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom - 1.5 Bathrooms - Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $298 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Charming, Modern, Comfortable 2BR Home in Orleans - With Premium Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the perfect blend of comfort and style in this beautifully updated home in Orleans, Massachusetts, one mile from N ...
From $382 per night (USD)
VRBO
From $802 per night (USD)
VRBO
Skaket Beach - Beachfront Property
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our bright, beautiful waterfront condo located directly on Skaket Beach. A perfect family vacation spot, yo ...
From $802 per night (USD)
VRBO
From $1036 per night (USD)
VRBO
One Particular Harbor - East Orleans Waterfront Vacation Haven, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience a quintessential Cape Cod vacation in Orleans at “One Particular Harbor”. This waterfront property boasts ame ...
From $1036 per night (USD)
VRBO
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VRBO
Charming Guest House, with Waterviews & Private Beach! Perfect for Fun Weekends!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in South Orleans, this pet-friendly sun-filled Guest House offers 2 large bedrooms and 2 full baths. Located in ...
Click For Pricing
VRBO
From $560 per night (USD)
Expedia
Waterfront Oasis on Town Cove, Kayak Access & Stunning Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Home Highlights: - 4 kayaks with direct water access + outdoor shower - NEW ductless AC/heating units in each bedroom/li ...
From $560 per night (USD)
Expedia
From $1792 per night (USD)
VRBO
Coastal Family Retreat Pool • Arcade • Fast Wi-FiHot Tub – 7 Bedrooms, Sleeps 16
Bedrooms:
8
Bathrooms:
7
Sleeps:
16
Wander Cape Cod is a luxurious family retreat perfect for creating unforgettable memories. This stunning home features a ...
From $1792 per night (USD)
VRBO
From $822 per night (USD)
Expedia
Walk to beach, Secluded and private home and backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: 18840 - Walk to beach, Secluded and private home and backyard! The Space: Nestled on a hillside in Brewster, B ...
From $822 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Spacious home with deck and fire pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 18839 - The Homestead: Spacious home with deck and fire pit! The Space: Discover the charm of The Homestead, y ...
From $575 per night (USD)
VRBO
From $390 per night (USD)
Expedia
5 Min Walk to Swimmable Mill Pond, Dog Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15580 - Peaceful Retreat: 5 Min. Walk to Swimmable Mill Pond, Dog Friendly! The Space: Welcome to Peaceful Ret ...
From $390 per night (USD)
Expedia
From $659 per night (USD)
VRBO
Oasis near beach, Pool, large yard, and airy kitchen!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 15579 - Poolside Retreat: Oasis near beach, Pool, large yard, and airy kitchen! The Space: Welcome to Poolside ...
From $659 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Game Room, Private Yard w Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 17756 - Deckside Delight: Game Room, Private Yard w Fire Pit! The Space: Welcome to Deckside Delight, a spacio ...
From $531 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Petite Antique, location, location, location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**Location Location Location** Nestled in the historic district of Orleans, our charming little cottage is perfectly s ...
From $282 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Cheery home in private setting 4 mins to Nauset Beach and Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Country Breeze Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $674 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Cozy home close to the beach with deck, porch, W/D, & foosball table
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Pochet Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $535 per night (USD)
VRBO
From $1122 per night (USD)
Expedia
New 2025 Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
*ONLY ONE 2025 SUMMER WEEK LEFT - BOOKING NOW FOR FALL 2025 AND SPRING/SUMMER 2026!* Welcome to your own private paradis ...
From $1122 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Cove's Edge
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Cove's Edge! This sprawling 3,000-square-foot waterfront getaway is perched happily on a grassy knoll, lookin ...
From $557 per night (USD)
VRBO
From $1545 per night (USD)
Expedia
Luxurious 5BR central Cape home w/ a pool, hot tub, home gym, kayaks & SUPs
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Take Me To The River Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $1545 per night (USD)
Expedia
From $285 per night (USD)
VRBO
6 Mi to Beach: Home w/ Deck in Brewster!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peaceful Setting | Washer/Dryer | Beach Chairs & Umbrella Enjoy a memorable Cape Cod retreat with your crew at this 3-b ...
From $285 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Vintage 1940s Cottage Near Beaches & Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to the aroma of fresh coffee with the Keurig and provided K-cups. Blueberry Cottage is a charming, 200-sqft 1940 ...
From $235 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover Sweetbriar, a 1940s two-bedroom 600 sqft Cape Cod retreat in Eastham’s peaceful Cottage Grove. Minutes from Fir ...
From $265 per night (USD)
VRBO
From $1396 per night (USD)
VRBO
Orleans Oasis
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
New 2025 Orleans Oasis Stunning Lakefront Estate with a Private Beach, Tennis Court, & Game Room! Welcome to Orleans O ...
From $1396 per night (USD)
VRBO
From $1470 per night (USD)
VRBO
Luxurious 4 Bd/2 Ba Main house with Spa-pool and Separate 1 Bd/1 Ba Apartment
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
**New to the market-Owned & Operated by Hospitality Professionals** Your National Seashore adventure begins at this be ...
From $1470 per night (USD)
VRBO
From $582 per night (USD)
VRBO
Welcome to your perfect summer retreat in South Orleans, MA nestled on the Cape Cod coastline!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your perfect summer retreat in beautiful South Orleans, MA, nestled on the iconic Cape Cod coastline. This ch ...
From $582 per night (USD)
VRBO
From $794 per night (USD)
VRBO
Walk to Town, Fully Renovated!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Summary: 15531 - Maplewood Manor: Walk to Town, Fully Renovated! The Space: Discover the charm of Orleans in this thoug ...
From $794 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Town Cove Cottage: 056-OT Charming Waterfront Cottage on Town Cove – Orleans
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is professionally managed by Pretty Picky Properties. Charming Waterfront Cottage on Town Cove – Orleans ...
From $416 per night (USD)
Expedia
From $979 per night (USD)
VRBO
Cape Escape: 048-CS Luxurious Chatham Home with Expansive Water Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Luxurious Chatham Home with Expansive Water Views N ...
From $979 per night (USD)
VRBO
From $619 per night (USD)
VRBO
Beautifully Renovated Cape Cod Retreat near Pleasant Bay & Top Attractions
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*Cancellation policy at end of property description.* Nestled in the picturesque town of Harwich, Mooncusser is a beau ...
From $619 per night (USD)
VRBO
From $201 per night (USD)
VRBO
Charming 2-bedroom cottage in lovely Eastham with AC, WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Get ready to relax in this 2-bedroom cottage in Eastham. With 2 queen beds, heating, WiFi, AC, and a hair dryer, this co ...
From $201 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Quiet home near Pilgrim Lake with deck, W/D, AC, games, & large yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Great White Cape Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $487 per night (USD)
Expedia
From $1704 per night (USD)
VRBO
Hydrangea Hideaway: 236-O Luxurious Orleans Estate w/Pool, Cabana, Game Room, and Stunning Finishes
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
This property is professionally managed by Pretty Picky Properties. Luxurious Orleans Estate with Pool, Cabana, Game Ro ...
From $1704 per night (USD)
VRBO
From $725 per night (USD)
Expedia
Pool, Half Mile to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 17759 - Blue Lagoon: Pool, Half Mile to Beach! The Space: Perched atop a hill, this Harwich home is your gatew ...
From $725 per night (USD)
Expedia
From $899 per night (USD)
VRBO
Luxury Waterfront with Game Room!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: 16693 - Chatham Homecoming: Luxury Waterfront with Game Room! The Space: Perched above the shimmering waters o ...
From $899 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Nauset Garden: 043-ON Atlantic Ocean Views, Private Steps to Nauset Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This home is professionally managed by Pretty Picky Properties. Atlantic Ocean Views, Private Steps to Nauset Beach Sl ...
From $497 per night (USD)
Expedia

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