Eastham, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Eastham, Massachusetts on RentalSaver.com!

Eastham Rentals

From $328 per night (USD)
VRBO
Castaway Cottage on the bay~Dog Friendly Too!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Discover serenity on the shores of Cape Cod Bay at the charming waterfront Castaway cottage, ideal for a couple or those ...
From $328 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
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VRBO
Private cape cod apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully decorated one bedroom apartment with private entrance located in Eastham ma, includes its own kitchenette , ...
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VRBO
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Expedia
Eastham Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place. Where you'll sleep Bedroom 1 Bed ...
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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 $992 per night (USD)
VRBO
Private Dog-Friendly Home with Heated Pool & Guest Cottage at National Seashore
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Spend the day at the National Seashore then come home for an evening swim in a heated pool. This home is perfect for a m ...
From $992 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 $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 $413 per night (USD)
Expedia
Short walk to Bayside Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 14518: Sandy Stroll - Short walk to Bayside Beach! The Space: Introducing Sandy Stroll, a serene sanctuary nes ...
From $413 per night (USD)
Expedia
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VRBO
Spacious, historic lakefront home on Great Pond in Eastham, MA. private beach.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This serene summer retreat or family reunion offers 4 bedrooms/2 bath with an attached 1 bedroom cottage/1 bath. Also in ...
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VRBO
From $288 per night (USD)
Expedia
Cape Cottage with 5 beds, large deck, and less than 10 minute walk to the beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Charming one-story Cape Cod cottage on a quiet sandy road. There are three comfortable bedrooms with a king, two twins, ...
From $288 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Dog-friendly forest cottage with firepit & great deck, walk to bay beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Woodland Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $485 per night (USD)
VRBO
From $431 per night (USD)
Expedia
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)
Expedia
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VRBO
Newly Renovated 4+ BR by Cape Cod Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Huge Cape Cod Gem has room for the whole family! Up to 6 adults and 4 children + toddler/baby King, King, Queen, Full w/ ...
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VRBO
From $272 per night (USD)
Expedia
Fully fenced yard and minutes to bayside beaches!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 14519 - Seagrass: Fully fenced yard and minutes to bayside beaches! The Space: Welcome to Seagrass, your quint ...
From $272 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Renovated 2BD--Central Air, Deck, Enclosed Outdoor Shower, Close to Great Pond & Bike Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Renovated 2BD/2BA right across the street from the Eastham Windmill Green. - Only 0.6 mi to Great Pond - Only 0.34 mi ...
From $312 per night (USD)
VRBO
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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 $1809 per night (USD)
Expedia
Charming retreat near the ocean with W/D, games, & trails
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Seashore Splendor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1809 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Charming 3-bedroom house with Central AC and WiFi in welcoming Eastham
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Eastham like a local in this 3-bedroom house. Nestled in a fantastic neighborhood, this peaceful retreat offe ...
From $354 per night (USD)
VRBO
From $382 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 $382 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 $986 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 $986 per night (USD)
VRBO
From $1115 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 $1115 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Close to Cape Cod National Seashore
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautifully renovated 4 bedroom, 3 bath home in Eastham close to Cape Cod National Seashore Beaches--Coast Guard Beach a ...
From $668 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Nice House Within a Mile of the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This wonderful ranch style home is located at the end of a cul-de-sac in a very quiet neighborhood in North Eastham. En ...
From $334 per night (USD)
VRBO
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VRBO
Gorgeous woodland home with deck & firepit - walk to ocean bluffs & Rail Trail
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Oakleaf Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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VRBO
From $819 per night (USD)
Expedia
Airy home with AC, W/D, deck, & bikes- close to Nauset Light Beach & trails
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Rattnerhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $819 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
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Expedia
Centrally located home near Nauset Light, Coast Guard Beach & Cape Rail Trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Eastham Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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Expedia
From $304 per night (USD)
VRBO
Fall monthly special $133/night (for 28 days reservations or longer)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming traditional Cape Cod style vacation home in Eastham, only 5 mins drive to either ocean side or the bay. You wil ...
From $304 per night (USD)
VRBO
From $1100 per night (USD)
VRBO
Cape Cod Great Pond Nature Lover's House Rental in Eastham
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautifully decorated cape on nature preserve! Walk around corner to Great Pond in Wiley Park and swim in this crystal c ...
From $1100 per night (USD)
VRBO
From $3552 per night (USD)
VRBO
CapeCodProperty 326
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home is an exceptionally charming retreat featuring three bedrooms and 2.5 baths. Unwind in the spacious sunroom, ...
From $3552 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Family & Pet Getaway | Scenic Views |Cape Cod Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Experience the peaceful charm of Wellfleet in this colonial-style home featuring five spacious bedrooms and modern ameni ...
From $871 per night (USD)
Expedia
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 $193 per night (USD)
Expedia
SEAclusion! Walk to Bay Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located in Eastham, enjoy what this 3-bedroom cottage has to offer. With 1 queen bed and 2 sets of twin beds, guests can ...
From $193 per night (USD)
Expedia
From $678 per night (USD)
VRBO
New! Sandy Point-Private beach/Dog Friendly
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Welcome to Sandy Point, brought to you by the Heart of Cape Cod, your charming 4-bedroom, 1.5-bath retreat just a 5-minu ...
From $678 per night (USD)
VRBO
From $1035 per night (USD)
Expedia
The Salt Pond House - Your Pool Escape By The National Seashore RPAM105
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New for the 2025 season! Welcome to the Salt Pond House, a serene retreat on the Outer Cape, where natural beauty meets ...
From $1035 per night (USD)
Expedia
From $478 per night (USD)
VRBO
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)
VRBO
From $268 per night (USD)
Expedia
New Eastham Oceanside Guest Suite with Pool and Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy guest suite is ideally located, approximately 1.5 miles from the ocean and bay beaches in Eastham, and just ...
From $268 per night (USD)
Expedia
From $381 per night (USD)
VRBO
5 Min drive to Beaches and private backyard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 14520 - Summer Spell: 5 Min. drive to National Seashore beaches and private backyard! The Space: Welcome to Su ...
From $381 per night (USD)
VRBO
From $355 per night (USD)
Expedia
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)
Expedia
From $474 per night (USD)
VRBO
Walk to beach, private patio!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 14522 - S~Cape: Walk to beach, private patio! The Space: Welcome to S~Cape, a beautifully remodeled 3-bedroom, ...
From $474 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Modernized, renovated, cozy cottage steps away from a private beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Modernized, fully renovated cottage in the heart of the Outer Cape. Just a short walk to a private beach on Cape Cod Bay ...
From $490 per night (USD)
Expedia
From $250 per night (USD)
VRBO
New Listing!! Panoramic Bay Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Unwind in Eastham at this lovely cottage. This amazing property is perfect for families or groups of friends. Enjoy the ...
From $250 per night (USD)
VRBO
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)
VRBO
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)
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 $441 per night (USD)
Expedia
Walk to Beach, Spacious Home and Private Backyard!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 14521 - Bay Breeze: Walk to Beach, Spacious Home and Private Backyard! The Space: Welcome to Bay Breeze, a pri ...
From $441 per night (USD)
Expedia
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VRBO
House and 2 Cottages/Thumpertown Beach
Bedrooms:
3
Bathrooms:
8
Sleeps:
24
Just steps (176 yards/4 minute walk) from Thumpertown Beach, this spacious property features a larger main house and two ...
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VRBO
From $1433 per night (USD)
Expedia
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)
Expedia
From $612 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 $612 per night (USD)
VRBO
From $391 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 $391 per night (USD)
Expedia
From $542 per night (USD)
VRBO
New 2025 Havarest Beautiful Eastham Home Near Herring Pond & Cape Cod Rail Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Description Welcome to Havarest, a charming 3-bedroom, 2-bathroom Cape Cod getaway tucked away in one of Eastham’s peace ...
From $542 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 $323 per night (USD)
VRBO
Charming Getaway with Hot Tub, Dog Friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: 14524 - Sea Glass Stay: Charming Getaway w/ Hot Tub, Dog Friendly! The Space: Discover the perfect Cape Cod ge ...
From $323 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 $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 $522 per night (USD)
Expedia
Sunset Bluff: 028-E Modern Contemporary in Eastham with Water Views, Steps to Bay Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This property is professionally managed by Pretty Picky Properties. Modern Contemporary in Eastham with Water Views, St ...
From $522 per night (USD)
Expedia
From $361 per night (USD)
VRBO
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)
VRBO
From $523 per night (USD)
VRBO
Family-friendly Oasis Steps from Kingsbury Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy bay breezes from the screened-in patio steps over from Kingsbury Beach, a private, family-friendly oasis on Cape C ...
From $523 per night (USD)
VRBO
From $604 per night (USD)
VRBO
Charming Home with Private Yard and Convenient Access to Beaches (2395)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to this charming 3-bedroom home, newly added to the rental market for 2025, nestled in a peaceful neighborhood o ...
From $604 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Sunlight house close to National Seashore with porch, W/D, AC, & games
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
National Seashore Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $369 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Charming 3-bedroom cottage in Eastham with WiFi and Beach Pass
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Get ready to relax in this 3-bedroom cottage in Eastham. This awesome property features 1 full bed and 3 twin beds, perf ...
From $338 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Rooftop Water Views, Close to Bay Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
New Listing for the 2025 Season! You will love this wonderful pet friendly property so close to the bay between Cooks B ...
From $391 per night (USD)
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)
Expedia
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)
Expedia
From $486 per night (USD)
VRBO
Charming 3-bedroom waterfront home in Eastham
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled on the serene shores of Herring Pond, this cozy home is perfect for creating cherished memories. Enjoy fishing, ...
From $486 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 $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 $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 $420 per night (USD)
Expedia
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cape Cod is a place of unparalleled beauty, where rolling dunes meet endless ocean vistas, and quaint villages brim with ...
From $420 per night (USD)
Expedia
From $330 per night (USD)
VRBO
4-min to Beach | Outdoor Shower | Pet Friendly ☀️ 🏖 🐶
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Welcome to Wiley Point—a charming 5-bedroom, 2-bath retreat just a 4-minute drive from the family-friendly Campground Be ...
From $330 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Nana & Baba’s Clamshack: 4-bedroom, Cozy Eastham Home Right Near Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Nana and Baba’s Clamshack – Where Cape Cod feels like home. A brand-new rental for 2025, The Clamshack is w ...
From $552 per night (USD)
Expedia
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 $1670 per night (USD)
Expedia
Driftwood Cottages Compound
Bedrooms:
4
Bathrooms:
9
Sleeps:
18
This one of a kind property offers 4 standalone cottages each with such unique Cape Cod Charm. Sitting on 1.28 acres th ...
From $1670 per night (USD)
Expedia
$Driftwood Cottage Number 4 \The Lobster\$
From $444 per night (USD)
VRBO
Driftwood Cottage Number 4 \"The Lobster\"
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The Lobster. Pet Friendly. One of 4 standalone cottages each with such unique Cape Cod Charm. Sitting on 1.28 acres thi ...
From $444 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Driftwood Cottage Number 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
One of 4 standalone cottages each with such unique Cape Cod Charm. Sitting on 1.28 acres this property includes a priva ...
From $444 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Driftwood Cottage Number 3
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Seahorse. Pet Friendly. One of 4 standalone cottages each with such unique Cape Cod Charm. Sitting on 1.28 acres th ...
From $444 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Driftwood Cottage Number 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
One of 4 standalone cottages each with such unique Cape Cod Charm. Sitting on 1.28 acres this property includes a priva ...
From $444 per night (USD)
Expedia
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 $449 per night (USD)
VRBO
Stay On The Cape Vacation Rentals, Cape Cod Getaway Near Beaches & Bike Trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Escape to this delightful Cape Cod retreat, perfect for families and groups. Located on a quiet cul-de-sac, thi ...
From $449 per night (USD)
VRBO
From $1557 per night (USD)
VRBO
Nauset Dream: 024-O Luxury 5 Bedroom East Orleans Home with Heated Pool, Spa
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This property is professionally managed by Pretty Picky Properties. Luxury 5 Bedroom East Orleans Home with Heat ...
From $1557 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Gray Whale - 3 bedrm/2 bath/gameroom
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New Listing! Gray Whale is a charming 3-bedroom, 2-bath bayside retreat in Eastham, just minutes from both the bay and o ...
From $313 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Comfort Mins from Nauset Light Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 14523 - Penniman's Paradise: Comfort Mins from Nauset Light Beach! The Space: Discover the charm of Penniman' ...
From $408 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Breathtaking Sunset Views over Marsh!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 13378 - Golden Hour: Breathtaking Sunset Views over Marsh! The Space: Welcome to your dream escape along Wellf ...
From $545 per night (USD)
Expedia
From $327 per night (USD)
VRBO
4 Bedroom Meetinghouse Pond Waterfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
9
Scenic waterfront property with tranquil water views and saltwater access all the way to Chatham. This delightful home w ...
From $327 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Pet Friendly Home in East Orleans
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pet Friendly property only 1.6 miles to Nauset Beach and close to Orleans Center and East Orleans Village. This charmi ...
From $293 per night (USD)
VRBO
From $648 per night (USD)
VRBO
Private Home With Marsh Views 1 Mile From Boat Meadow Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful Cape style home with lots of updates and sits overlooking conservation marsh views. The first floor of this ...
From $648 per night (USD)
VRBO
From $442 per night (USD)
VRBO
Beautiful New Home with Central Air Near Kingsbury Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Beautiful new home with central air and only one half mile from Kingsbury Beach. This house has an open floor plan an ...
From $442 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Spacious Home Near Campground Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Warm and inviting expanded Cape house with central air just over a half mile (.55) from Campground Beach. Stroll down p ...
From $520 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Steps To Skaket Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Views of and Steps to Skaket Beach! This adorable one-story beach cottage has delighted vacationers for many years. En ...
From $613 per night (USD)
VRBO

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