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Eastham, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Eastham, MA

Best Eastham, MA vacation rentals with a balcony

Waterfront Amazing Views Near Beaches! - Eastham, MA
9.6 393 reviews

Waterfront Amazing Views Near Beaches!

apartment, Eastham
This Eastham vacation home is conveniently located within a 3km radius of Jonathan Young Windmill, Orleans Bowling Center, and Cape Cod Beaches, offering easy access to both attractions and local amenities in a peaceful and serene setting. The home has received excellent ratings for user experience, location, and cleanliness.
The vacation home features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, allowing guests to prepare their own meals. Guests can also enjoy a garden, barbecue grills, a Jacuzzi, and a terrace or balcony, as well as a washing machine, a coffee/tea maker, and a TV for relaxation.
Perfectly Private Location W/deeded Beach Access! - Eastham, MA
9.8 9 reviews

Perfectly Private Location W/deeded Beach Access!

apartment, Orleans
This Orleans seaside vacation home boasts stunning ocean views and is conveniently located 2.7 miles from the Orleans Bowling Center and 2.9 miles from the Jonathan Young Windmill, with easy access to Cape Cod Beaches and Rock Harbor Beach within 6 miles.
This 2490-square-foot property features three bedrooms, four bathrooms, and accommodates up to six guests, offering a fully equipped kitchen, in-house laundry, a private balcony, and a garden with barbecue grills.
Peaceful Waterview Retreat With Sunroom, Ac, Grill & Amazing Outdoor Space - Eastham, MA
No reviews

Peaceful Waterview Retreat With Sunroom, Ac, Grill & Amazing Outdoor Space

apartment, Eastham
This waterfront Eastham condo provides water views and is a short drive to the Cape Cod National Seashore and various bay and ocean beaches.
This 1100 sq ft single-level accommodation sleeps four guests and features a full kitchen, central air conditioning, a sunroom, and outdoor amenities including a hammock and gas grill.
Dog-friendly Forest Cottage With Firepit & Great Deck, Walk To Bay Beaches - Eastham, MA
No reviews

Dog-friendly Forest Cottage With Firepit & Great Deck, Walk To Bay Beaches

apartment, Eastham
This Eastham cottage is located in a wooded area, half a mile from Thumpertown Beach and one mile from the Cape Cod Rail Trail and local dining.
This dog-friendly rental offers 900 square feet of living space with 2 bedrooms and 1 bathroom, accommodating up to 5 guests with amenities including a modern kitchen, air conditioning, a deck, and an outdoor shower.

Browse Family-Friendly Vacation Rentals in Eastham, MA

Plan the perfect family beach trip to Eastham, MA with spacious rentals that offer plenty of room to spread out.

New 2026 Charming Eastham Retreat Within Walking D - Eastham, MA
No reviews

New 2026 Charming Eastham Retreat Within Walking D

apartment, Eastham
This Eastham apartment is located on a quiet lane, a short 0.2-mile walk from Thumpertown Beach and offers convenient access to the Cape Cod National Seashore.
This family-friendly rental accommodates up to six guests with three bedrooms, two bathrooms, a full kitchen, air conditioning, and a garden, providing a comfortable base for exploring Eastham's bayside beaches and nearby dining.
87 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Eastham, MA
10 3 reviews

87 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

apartment, Brewster
This first-floor condo in Eaton Village, Brewster, offers convenient access to Brewster's beaches and Brewster Flats, the exact distances unspecified.
The 930-square-foot, two-bedroom, two-bathroom unit sleeps four and features a renovated kitchen, hardwood floors, in-unit laundry, a furnished patio with a grill, and free Wi-Fi.
Charming Private Wellfleet Vacation House Walk To Beach - Eastham, MA
10 7 reviews

Charming Private Wellfleet Vacation House Walk To Beach

apartment, Wellfleet
This Wellfleet vacation home, located in the Indian Neck area, offers easy access to a pristine bay beach and is a short drive from the Cape Cod National Seashore and Wellfleet Center.
The 4-bedroom, 3-bathroom house sleeps 8 guests and features a large wrap-around deck, a spacious great room, a fully equipped modern kitchen, central air conditioning, and Wi-Fi; nearby amenities include association tennis courts and access to various attractions.
The Mansion At Ocean Edge Resort & Golf Club - Eastham, MA
8.3 2653 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. The resort has excellent ratings for location, cleanliness, and overall experience.
The resort offers spacious villas with full kitchens and living rooms, ideal for families or groups. Guests can enjoy a private beach, indoor and outdoor pools, a golf course, tennis courts, a kids' club, multiple dining options, and a fitness center.

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Best Eastham, MA vacation rentals with parking

Brook House On The Bay Side - Eastham, MA
9.8 12 reviews

Brook House On The Bay Side

apartment, Eastham
This Eastham, Massachusetts vacation home is ideally located within 1-3 miles of bayside beaches, a freshwater pond, a park, restaurants, entertainment venues, an arcade, movie theaters, lighthouses, and Cape Cod National Seashore.
This two-bedroom, one-bathroom rental sleeps four guests and features recently updated furnishings, air conditioning, internet, parking, and a fully equipped kitchen, providing a comfortable base for exploring Eastham and the surrounding Cape Cod area.
South Sunken Meadow Cottage - Eastham, MA
No reviews

South Sunken Meadow Cottage

apartment, Eastham
South Sunken Meadow Cottage, located near Sunken Meadow Beach in Eastham, Massachusetts, offers convenient proximity to essential markets, the Audubon Center, and other ocean beaches.
This three-bedroom, one-bathroom vacation home sleeps six and features a full kitchen with refrigerator, microwave, and other appliances, plus outdoor barbecue facilities, cable TV with three TVs, and a relaxing reading nook overlooking the backyard.
164 M² House ∙ 3 Bedrooms ∙ 6 Guests - Eastham, MA
No reviews

164 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Eastham
This Eastham house offers a secluded and private setting, located just 1,056 feet from Town Cove, providing convenient water access.
This 1,750 square foot home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring two separate living areas, an upstairs open-concept living space with deck access, and includes complimentary linens, kayaks, paddle boards, and $750 in daily free tickets to local attractions through Xplorie.
1/2 Mi To Cooks Brook Beach: Cape Cod Gem W/ Deck - Eastham, MA
No reviews

1/2 Mi To Cooks Brook Beach: Cape Cod Gem W/ Deck

apartment, Eastham
This Eastham vacation rental is located less than 2,112 feet from the bay and under 3 miles from the Cape Cod National Seashore.
This 4-bedroom, 2-bathroom home accommodates up to 8 guests and features a screened-in porch, deck, gas grill, outdoor shower, TV, and ping-pong table.

Neighborhoods and points of interest in Eastham, MA

Choose the Right Vacation Rentals with a Pool in Eastham, MA

Complement your time by the water with a dip in the pool at these Eastham, MA vacation rentals with on-site swimming facilities.

Second Wind :039-o  An Orleans Estate With Large Heated Pool, Spa, On Town Cove; Sleeps 24 - Eastham, MA
10 15 reviews

Second Wind :039-o An Orleans Estate With Large Heated Pool, Spa, On Town Cove; Sleeps 24

apartment, Orleans
This Orleans Estate is located on Town Cove in the village of Orleans, within walking distance of restaurants, shops, and ice cream parlors and a short drive to Nauset and Skaket beaches. This property has received excellent user ratings.
This 10-bedroom, 11-bathroom home spans 5,900 square feet and comfortably sleeps up to 24 guests. It features a private heated pool and spa, a large lawn, an outdoor kitchen, a fire pit, multiple seating areas, and modern amenities like AC, Wi-Fi, cable TV, and updated kitchens.
Newly Remodel. Ocean Edge Resort Passes. A/c All Rooms. 1 King, 1 Queen & 2 Twin - Eastham, MA
9.4 67 reviews

Newly Remodel. Ocean Edge Resort Passes. A/c All Rooms. 1 King, 1 Queen & 2 Twin

apartment, Brewster
This recently remodeled 3-bedroom, 2-bathroom townhouse is located within the prestigious Ocean Edge Resort in Brewster, offering convenient access to beaches, golf, and the bike trail, with the Cape Cod Museum of Natural History just 1 mile away.
This family-friendly residence offers 1190 square feet of living space with a capacity for 6 guests, featuring central air conditioning, a fully equipped kitchen with a dishwasher, a private patio with a barbecue grill, and the option to purchase Ocean Edge Resort passes for pools and fitness facilities.
99 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Eastham, MA
10 2 reviews

99 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Brewster
This Brewster, Cape Cod rental is conveniently located near Ocean Edge Resort Golf Club, offering easy access to Brewster beaches and other Cape Cod attractions.
This 1,050-square-foot apartment sleeps six guests and features two bedrooms, two bathrooms, a fully equipped kitchen with appliances including a Keurig and Ninja blender, a spacious living room with a large flat-screen TV, and an upstairs loft; on-site amenities include a swimming pool, tennis court, and a printer.
Beautiful Spacious Family Retreat W Pool - Eastham, MA
8.8 4 reviews

Beautiful Spacious Family Retreat W Pool

house, Eastham
This Eastham vacation home is located just a short walk from Dyer Prince Beach and a short drive from Nauset Lighthouse, offering easy access to the area's beautiful beaches and attractions. The home consistently receives excellent ratings for location, cleanliness, and overall user experience.
This 4-bedroom, 4-bathroom vacation rental comfortably accommodates up to 8 guests and offers 3100 square feet of living space. Enjoy amenities like a private pool, air conditioning, a fully equipped kitchen, a washing machine, free Wi-Fi, and cable TV for a relaxing and comfortable stay.

Search Coastal Vacation Rentals near Eastham, MA

Discover charming seaside vacation rentals in Eastham, MA near the coast. Browse our favorite coastal picks to find your perfect beach-town match.

Inviting Family Escape With Sunroom, Deck, W/d & Easy Access To Nauset Beach - Eastham, MA
No reviews

Inviting Family Escape With Sunroom, Deck, W/d & Easy Access To Nauset Beach

apartment, Orleans
Waterfront Just Discounted - September 2025 Discounted 25% - Book Today - Eastham, MA
9.4 64 reviews

Waterfront Just Discounted - September 2025 Discounted 25% - Book Today

apartment, Eastham
Ocean Views New A C Dog Welcome - Eastham, MA
10 1 review

Ocean Views New A C Dog Welcome

house, Eastham
Peaceful Covefront Cottage Retreat In Eastham - Eastham, MA
9.0 2 reviews

Peaceful Covefront Cottage Retreat In Eastham

apartment, Eastham

Traveler-Approved Luxury Vacation Rentals in Eastham, MA

These high-end vacation rentals in Eastham, MA offer luxury living and unmatched quality near the shore.

Charming 4-bedroom Getaway A 10 Min Walk To Beach - Eastham, MA
9.5 49 reviews

Charming 4-bedroom Getaway A 10 Min Walk To Beach

apartment, Eastham

Explore Vacation Rentals with Saunas in Eastham, MA

Maximize your wellness with vacation rentals in Eastham, MA featuring on-site saunas and steam rooms.

Brand New Luxury 5 Bed Home - Eastham, MA
No reviews

Brand New Luxury 5 Bed Home

house, Eastham
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