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From $466 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 $466 per night (USD)
VRBO
From $446 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 $446 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 $1163 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 $1163 per night (USD)
VRBO
From $415 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 $415 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 $440 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 $440 per night (USD)
VRBO
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Expedia
The Beach House - Great Spot!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Call us so you don't miss out on this lovely Brewster vacation rental home, where it's all about the location! ...
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Expedia
From $369 per night (USD)
VRBO
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 $369 per night (USD)
VRBO
From $787 per night (USD)
Expedia
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 $787 per night (USD)
Expedia
From $549 per night (USD)
VRBO
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 $549 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $525 per night (USD)
VRBO
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 $525 per night (USD)
VRBO
From $393 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 $393 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 $468 per night (USD)
Expedia
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 $468 per night (USD)
Expedia
From $698 per night (USD)
VRBO
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)
VRBO
From $301 per night (USD)
Expedia
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 $301 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
From $571 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 $571 per night (USD)
VRBO
From $2175 per night (USD)
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 ...
From $2175 per night (USD)
Expedia
From $431 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 $431 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 ...
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Expedia
From $195 per night (USD)
VRBO
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)
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 $382 per night (USD)
VRBO
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 $382 per night (USD)
VRBO
From $552 per night (USD)
Expedia
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 $552 per night (USD)
Expedia
From $383 per night (USD)
VRBO
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 $383 per night (USD)
VRBO
From $527 per night (USD)
Expedia
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 $527 per night (USD)
Expedia
From $590 per night (USD)
VRBO
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 $590 per night (USD)
VRBO
From $986 per night (USD)
Expedia
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 $986 per night (USD)
Expedia
From $1115 per night (USD)
VRBO
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 $1115 per night (USD)
VRBO
From $550 per night (USD)
Expedia
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 $550 per night (USD)
Expedia
From $812 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 $812 per night (USD)
VRBO
From $517 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 $517 per night (USD)
Expedia
From $296 per night (USD)
VRBO
A Change of Pace: Relaxing Orleans Getaway
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 $296 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 $664 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 $664 per night (USD)
VRBO
From $1059 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 $1059 per night (USD)
VRBO
Click For Pricing
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 $478 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 $478 per night (USD)
Expedia
From $1492 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 $1492 per night (USD)
VRBO
From $1144 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 $1144 per night (USD)
Expedia
From $434 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 $434 per night (USD)
VRBO
From $273 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 $273 per night (USD)
Expedia
From $1094 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 $1094 per night (USD)
VRBO
From $465 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 $465 per night (USD)
Expedia
From $355 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 $355 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 $565 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 $565 per night (USD)
VRBO
From $1930 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 $1930 per night (USD)
Expedia
From $565 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 $565 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 $267 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 $267 per night (USD)
VRBO
From $241 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 $241 per night (USD)
Expedia
From $387 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 $387 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 $1433 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 $1433 per night (USD)
VRBO
From $612 per night (USD)
Expedia
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 $612 per night (USD)
Expedia
From $391 per night (USD)
VRBO
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 $391 per night (USD)
VRBO
From $988 per night (USD)
Expedia
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 S ...
From $988 per night (USD)
Expedia
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 $482 per night (USD)
VRBO
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 $482 per night (USD)
VRBO
From $1712 per night (USD)
Expedia
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 $1712 per night (USD)
Expedia
From $487 per night (USD)
VRBO
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 $487 per night (USD)
VRBO
From $842 per night (USD)
Expedia
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 $842 per night (USD)
Expedia
From $485 per night (USD)
VRBO
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 $485 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Walk to Nauset Beach, Updated and Cozy!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15581 - Beach Daze: Walk to Nauset Beach, Updated and Cozy! The Space: Discover your dream Cape Cod vacation i ...
From $361 per night (USD)
Expedia
From $787 per night (USD)
VRBO
NEW! Luxury Family Fun - Heated Pool, Hot Tub, Game Room, Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home featur ...
From $787 per night (USD)
VRBO
Click For Pricing
Expedia
Near Wequassett Resort and Golf Club in Harwich, overlooking a cranberry bog!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this spacious and inviting Harwich rental, perfectly situated near the Wequassett Resort and Golf Club, with b ...
Click For Pricing
Expedia
From $262 per night (USD)
VRBO
Beautiful Historic Home Within a Mile of Crystal Lake
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
***NEW TO THE MARKET*** This amazing, refurbished Post and Beam Antique home is known as the Gould-Linnell House which ...
From $262 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this inviting and cozy short-term rental apartment, tucked away in a peaceful neighborhood on a quiet dead-en ...
From $258 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful sunsets and saltwater views from every room
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Magnificent, wraparound saltwater views of the Atlantic Ocean, Nauset Beach, Strong Island, Bassing Harbor and north to ...
Click For Pricing
VRBO
From $274 per night (USD)
VRBO
Contemporary with an eye out for comfort and space, close to bike path,conservation, beach, village.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Contemporary 3BR, 2BA home designed for comfort and space with an airy, open layout and cozy retreat areas like a loft w ...
From $274 per night (USD)
VRBO
From $568 per night (USD)
VRBO
Nauset Harbor Cottage: 112-O Charming Coastal Retreat with Breathtaking Views – East Orleans
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties. Charming Coastal Retreat with Breathtaking Views – ...
From $568 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 4-bedroom house with AC and WiFi steps from Wequassett Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to your perfect Cape Cod summer with this stunning rental property located steps away from the beauty of Pleasant ...
Click For Pricing
Expedia
From $857 per night (USD)
VRBO
3 Cottages, Walk to Nauset Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: 15585 - Beach Charmer: 3 Cottages, Walk to Nauset Beach! The Space: Escape to Orleans, where this charming, do ...
From $857 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Great location with Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 17710 - Captains Cottage: Great location with Water Views! The Space: Escape to the charm of Harwich, where th ...
From $357 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Studio, Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: 15587 - Sea Rose: Studio, Walk to Nauset Beach! The Space: Experience a true Cape Cod cottage at this charming ...
From $169 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Studio perfect for 3, Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: 15588 - Sea Wind: Studio perfect for 3, Walk to Nauset Beach! The Space: Experience a true Cape Cod cottage at ...
From $212 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Cozy Cottage Walk to Nauset Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 15586 - Quarterdeck: Cozy Cottage, Walk to Nauset Beach! The Space: Just a 0.2 miles walk to Nauset Beach, thi ...
From $305 per night (USD)
VRBO
From $639 per night (USD)
VRBO
2025 Foremast: Charming Cottage w/ Panoramic Town Cove Views, Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony of Anchor ...
From $639 per night (USD)
VRBO
From $654 per night (USD)
VRBO
2025 Bell Buoy: Adorable Cottage w/ Sparkling Town Cove Views, Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Description Enjoy use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony ...
From $654 per night (USD)
VRBO
From $654 per night (USD)
VRBO
2025 Topsail: Delightful Waterfront Cottage on Town Cove, Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony of Anchor ...
From $654 per night (USD)
VRBO
From $570 per night (USD)
VRBO
2025 Pilot House: Waterfront Cottage w/ Deck on Town Cove, Pet Friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony of Anchor ...
From $570 per night (USD)
VRBO
From $523 per night (USD)
VRBO
2025 Top Deck: Lovely Condo w/ Deck Overlooking Town Cove, Pet Friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony of Anchor ...
From $523 per night (USD)
VRBO
From $574 per night (USD)
VRBO
2025 Mate's Quarters: 2-Bed Condo w/ Water Views of Town Cove, Pet Friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the use of the shared private dock for kayaking or fishing. Located in the lovely seaside cottage colony of Anchor ...
From $574 per night (USD)
VRBO
From $617 per night (USD)
Expedia
South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
This home is professionally managed by Pretty Picky Properties Waterfront, Six Bedrooms, Free Boating Bonus! NEW Listi ...
From $617 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is professionally managed by Pretty Picky Properties Spectacular Pleasant Bay Views, Free Boating Bonus! NEW ...
From $643 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Walk to Beach, Close to Town!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 15583 - Tonset Cottage: Walk to Beach, Close to Town! The Space: Escape to this charming Orleans home, perfect ...
From $248 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Coastal Comfort Near Orleans Adventures
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 15584 - Harvey's Hideaway: Coastal Comfort Near Orleans Adventures The Space: Discover the perfect Cape Cod re ...
From $361 per night (USD)
VRBO
From $838 per night (USD)
VRBO
BEAUTIFUL WATERFRONT HOME, WALK TO TOWN - In Charming Orleans!
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Welcome to your perfectly curated Cape escape, Crimson on the Cove! Everything Orleans has to offer is at your fingert ...
From $838 per night (USD)
VRBO
From $698 per night (USD)
VRBO
Nauset Winds - Classic Cape Cod Getaway - Easy Walk to Nauset Beach in Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Nauset Winds, a charming Cape Cod beachhouse tucked away on a sleepy dirt road in the highly sought after nei ...
From $698 per night (USD)
VRBO
From $1904 per night (USD)
VRBO
Private Beach 6 Bedroom Newly Renovated!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
One of a kind, 6-bedroom estate situated on a small neighborhood beach on Little Pleasant Bay. The Home sits on 4 acres ...
From $1904 per night (USD)
VRBO
From $743 per night (USD)
VRBO
Lavender Hollow - Breathtaking Marshfront Retreat Near Boat Meadow Beach-Eastham
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lavender Hollow, a serene retreat tucked along the marshlands of Eastham. This beautifully renovated Cape Cod ...
From $743 per night (USD)
VRBO
From $516 per night (USD)
VRBO
Close to Beaches: Gem w/ Yard & Sunroom in Orleans
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Families Welcome | Multiple Living Spaces | 2 Mi to Nauset Beach Embark on your dream East Coast getaway and stay at th ...
From $516 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Orleans Beach Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious 2 bedroom home close to Nauset Beach! Central ac. Nice sized kitchen with eat in area. Living room off kitchen ...
From $412 per night (USD)
VRBO
From $455 per night (USD)
VRBO
Salt River Retreat - Easy Walk to Scenic Kent's Point - Pet Friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Salt River Retreat, a delightful family home tucked away in a coveted Orleans neighborhood. This charming get ...
From $455 per night (USD)
VRBO

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