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

Eastham Rentals

From $415 per night (USD)
VRBO
Rock Harbor Retreat: Reserve for Summer 2026! Beautifully decorated & landscaped
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Architecturally designed and built in 1989, this relaxed well-appointed vacation home is a perfect vacation get-away! D ...
From $415 per night (USD)
VRBO
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Expedia
Serene 3BR Cape Home with Spacious Living and Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Cancellation policy at end of property description.* This is the perfect vacation home for you to make Cape Cod memo ...
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Expedia
From $286 per night (USD)
VRBO
Romantic Orleans Waterfront Cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! On the picturesque SALTWATER town cove in Orleans Village. Right out ...
From $286 per night (USD)
VRBO
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Expedia
Skaket beach / Orleans
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful 3 bedroom 2 bath with outdoor show in orleans . Great for children . Enjoy evenings and morning coffee on scre ...
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Expedia
From $397 per night (USD)
VRBO
Central AC Close to Nauset Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 15550 - Mainsail: Central AC Close to Nauset Beach! The Space: Wake up, take a quick stroll down Main Street, ...
From $397 per night (USD)
VRBO
From $716 per night (USD)
Expedia
Beachfront on Skaket Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Summary: 15554 - On The Beach : Beachfront on Skaket Water Views! The Space: Located directly on famous Skaket Beach th ...
From $716 per night (USD)
Expedia
From $1771 per night (USD)
VRBO
4 miles to Orleans beaches & close to town!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This spacious and sunlit contemporary post and beam home with cathedral ceilings is ideally located near town and privat ...
From $1771 per night (USD)
VRBO
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Expedia
Private and Peaceful South Wellfleet Home
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Private, quiet, spacious two bedroom 1.5 bathroom house with easy parking for two cars. Bright with many windows through ...
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Expedia
From $462 per night (USD)
VRBO
Booking now for June 28 - August 30, 2025! [Booking Saturday to Saturday]
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sleeps 6-8 with first and second level bedrooms and baths; open and airy with charm throughout; beautiful light in early ...
From $462 per night (USD)
VRBO
From $973 per night (USD)
VRBO
Spacious, family friendly home located within walking distance to Rock Harbor
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
4 Bedroom updated home located in Orleans with an in-ground swimming pool. House is a 4 minute walk to Rock Harbor. Ro ...
From $973 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Stylish Orleans home with spacious deck - near bay & ocean beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Paradise On Cape Cod Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $317 per night (USD)
VRBO
From $572 per night (USD)
VRBO
Walk to Skaket Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Located less than half a mile from Skaket Beach, this 4 bedroom/2 bathroom home is great for one or two families! Pet f ...
From $572 per night (USD)
VRBO
From $614 per night (USD)
VRBO
Nauset Heights - The Ocean At Your Doorstep! (2127)
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
CA Classic Cape Cod Rustic Jewel! Enjoy the tranquility of this extraordinary location with private access to Nauset Bea ...
From $614 per night (USD)
VRBO
From $1024 per night (USD)
Expedia
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
3/4 of a mile from Rock Harbor (sunsets and “flats” for swimming and beach walking) you will find a fully renovated / m ...
From $1024 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Quaint Cape Near Beaches And Centrally Located
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home is a one floor dwelling with open living room and newly renovated kitchen. The rest of the house was completel ...
From $294 per night (USD)
VRBO
From $976 per night (USD)
Expedia
5 bedrooms ocean view estate overlooking cape cod bay
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Mallard View Estate. Perched at the edge of a pristine salt marsh, this 3000 square foot, ocean-view estate i ...
From $976 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Cozy Cottage Near Rock Harbor (2223)
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This perfectly located marsh side cottage provides tranquility, beauty, and Cape Cod charm! There are two bedrooms (one ...
From $263 per night (USD)
VRBO
From $576 per night (USD)
VRBO
Town Cove Access, 3 Bed in East Orleans
Bedrooms:
1
Bathrooms:
3
Sleeps:
12
Prime location; Nauset Beach 2.6 Miles Skaket Beach 2.9 Miles Downtown Orleans 1 Mile Bike Path 1 Mile This three be ...
From $576 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Beautiful Sunsets Over Lieutenant Island (1371)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Set against the backdrop of Lieutenant Island and surrounded by Audubon conservation land, this spacious 4-bedroom, 3-ba ...
From $695 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Pets Welcome Near Town & Bike Trail (1471)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask ...
From $331 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Refurbished Cottage with Views of Town Cove (1038)
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two free lobsters included! This recently renovated 2 bedroom, 1 bath cottage is nicely appointed in a prime East Orlean ...
From $442 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Charming Saltbox Close To Skaket Beach & OrleansTown Center (1215)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A close distance to the center of Orleans, this well kept Saltbox style house is convenient to everything. It is only .3 ...
From $437 per night (USD)
Expedia
From $490 per night (USD)
VRBO
Quaint Cottage 4/10 Mile to Skaket Beach (1912)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
If you are looking for a perfect location on Cape Cod, this property has it all! Skaket Beach is only moments away featu ...
From $490 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Beautifully Decorated 3BR Cape - Less than .5 miles to Beach! (1945)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully decorated, recently updated home less than .5 miles to popular Skaket Beach on Cape Cod Bay! The first level ...
From $645 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Pet-Friendly Orleans Ranch (1560)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy 2 bedroom 2 bath ranch sits on a wooded lot in the heart of East Orleans. It is located a short drive to Naus ...
From $326 per night (USD)
VRBO
From $1464 per night (USD)
VRBO
Oceanfront, Spectacular Views, Nauset Beach
Bedrooms:
3
Bathrooms:
7
Sleeps:
16
Perched on the edge of Nauset Heights bluff overlooking Nauset Beach and the Atlantic ocean the Rabbit Bluff compound wi ...
From $1464 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Antique, four-bedroom, post and beam, dream house. Short, three-tenths-mile walk to Skaket Beach, one mile to center of ...
From $621 per night (USD)
VRBO
From $737 per night (USD)
Expedia
Arts and Crafts Style with Modern Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious, sunny, open, 2,300 square foot newly renovated Arts and Crafts style beach home with charming décor, hardwood ...
From $737 per night (USD)
Expedia
From $867 per night (USD)
VRBO
Private Beach Access, Large House in the Woods
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A very unique haven situated on what was a private family compound with private beach on Cape Cod Bay. The beach is less ...
From $867 per night (USD)
VRBO
From $517 per night (USD)
VRBO
Comfortable, Cozy & Spacious Orleans Cottage on Quiet Road & Close to Everything
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
After a week in this house, you will never want to go back to reality - but at least when you go back you will be refres ...
From $517 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Charming Restored Cottage near Nauset Beach, The Summer House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our cottage was originally built in 1941 and has been completely and lovingly restored with vintage white beadboard ceil ...
From $499 per night (USD)
VRBO
From $1996 per night (USD)
Expedia
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Bedrooms:
7
Bathrooms:
8
Sleeps:
20
This fabulous new built home, nestled in the heart of East Orleans, is conveniently located a 2 minute walk from both th ...
From $1996 per night (USD)
Expedia
$Coastal Chic sunny and private in East Orleans \center\ w bed/bath rebuild 2024$
From $673 per night (USD)
VRBO
Coastal Chic sunny and private in East Orleans \"center\" w bed/bath rebuild 2024
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A great little walk to East Orleans Center with ice cream, a gourmet Farm Market, 3 wonderful restaurants, one of a ki ...
From $673 per night (USD)
VRBO
From $1487 per night (USD)
Expedia
White Crest: 009-O Private Orleans resort with water views, heated pool/spa & fire pit
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
This property is professionally managed by Pretty Picky Properties. Private Orleans resort with water views, heated poo ...
From $1487 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Nestled by Nauset
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful newly renovated Cape home nestled in a quiet neighborhood, close to Nauset Beach and Orleans Town Center with ...
From $426 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 $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
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Expedia
Cape Cod Cottage Located in East Orleans Close to Nauset Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
<p>Close to sailing, windsurfing, and more, this smoke-free vacation home brings it all within reach. You'll easily make ...
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Expedia
From $625 per night (USD)
VRBO
Charming Marsh View Home Near Rock Harbor (2286)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sip a morning coffee and watch the sun rise over the adjacent marsh from this charming Cape Cod vacation rental home! T ...
From $625 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 $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 $842 per night (USD)
Expedia
Private, beautifully renovated home - walk to Wellfleet Cinemas & Rail Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Silver Spring Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $842 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 $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 $262 per night (USD)
VRBO
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 $262 per night (USD)
VRBO
From $812 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 $812 per night (USD)
Expedia
From $685 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 $685 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Bed, Splash & Beyond – Coastal Comfort Awaits
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom 1 bath home sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $302 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Beautifully remodeled cottage near the beach with central AC, gas grill & lawn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Quintessential Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $557 per night (USD)
VRBO
From $1552 per night (USD)
VRBO
Spacious, Brand New Home - 5 bedroom 6 bath!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
This is your ideal home for large or multi-family getaways! The home, which has been completely renovated, has been a p ...
From $1552 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Dogwood - Dog-friendly 3 Bedroom Near Water and Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home is represented by Nauset Rental, a local vacation rental management company. This home was just purchased by ...
From $323 per night (USD)
VRBO
From $436 per night (USD)
Expedia
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 $436 per night (USD)
Expedia
From $246 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 $246 per night (USD)
VRBO
From $1664 per night (USD)
Expedia
Orleans Resort Style Living with Pool and Hot Tub
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
With multiple separate entry points this property is perfect for larger or multi-generational groups. Each home has priv ...
From $1664 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This is the perfect home for your family get away. Recently remodeled and improved in 2023 with two new baths and in 201 ...
From $458 per night (USD)
VRBO
From $784 per night (USD)
VRBO
New Listing-Cardinal's Nest - Renovated 6 Bedroom Near Beaches and Bike Trail
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
This home is represented by Nauset Rental, a local vacation rental management company. If you are looking for the perf ...
From $784 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Tonset Treasure with Bunk House
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Charming East Orleans cottage with farmer's porch and bonus bunkhouse is just minutes from Nauset and Skaket beaches! T ...
From $469 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Experience the charm of Orleans at Skaket Beach Life
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming 4 bedroom 2 bathroom home less than 1 mile to Skaket Beach! Offering comfortable living spaces and a large 3-s ...
From $478 per night (USD)
Expedia

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Eastham Rentals

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Results: 258 Rentals