Best Vacation Homes in Eastham
1498 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,335/Night
For 7 Nights R30,338
839.58 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
R15,537/Night
For 7 Nights R108,760
R4,792/Night
For 7 Nights R33,544
675 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,212/Night
For 7 Nights R29,488
1808.34 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
R13,705/Night
For 7 Nights R95,938
650 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,997/Night
For 7 Nights R34,983
576 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,206/Night
For 7 Nights R29,439
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R3,611/Night
For 7 Nights R25,285
Eastham Luxury Rentals
8000 ft²
18 Guests
8 Bedrooms
5 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R50,539/Night
For 7 Nights R353,772
2368.06 ft²
16 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
R42,310/Night
For 7 Nights R296,170
2400.35 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- View
R35,490/Night
For 7 Nights R248,430
398.26 ft²
6 Bathrooms
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
R35,179/Night
For 7 Nights R246,255
R34,852/Night
For 7 Nights R243,965
3200 ft²
14 Guests
7 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R34,155/Night
For 7 Nights R239,091
R34,002/Night
For 7 Nights R238,012
19 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R30,877/Night
For 7 Nights R216,146
Eastham Pet Friendly Vacation Rentals
1594 ft²
7 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R8,225/Night
For 7 Nights R57,569
645.83 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- View
- Pet Friendly
R9,649/Night
For 7 Nights R67,546
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- View
R10,974/Night
For 7 Nights R76,819
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R8,297/Night
For 7 Nights R58,076
2895.49 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
R19,495/Night
For 7 Nights R136,465
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,630/Night
For 7 Nights R39,415
5167 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,540/Night
For 7 Nights R31,777
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
R2,420/Night
For 7 Nights R16,944
Eastham Large Vacation Homes
1968 ft²
9 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R7,562/Night
For 7 Nights R52,941
1689.93 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R6,133/Night
For 7 Nights R42,931
1680 ft²
11 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R17,777/Night
For 7 Nights R124,444
231.01 ft²
31 Guests
13 Bedrooms
14 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
R6,378/Night
For 7 Nights R44,649
2716 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R11,191/Night
For 7 Nights R78,340
2500 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R9,556/Night
For 7 Nights R66,891
3200 ft²
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R9,468/Night
For 7 Nights R66,270
2895 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R15,634/Night
For 7 Nights R109,430
Why Choose Rent By Owner for your Eastham Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Eastham
When should you plan your Vacation Rentals stay?
Timing your visit to this charming area can enhance your experience, as the region offers different insights and atmospheres depending on the season you choose for your vacation rentals in Eastham, Massachusetts.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather and vibrant beach activities, making it ideal for enjoying the region's scenic coastal landscapes.
Average Temperature Daytime: around 75°F to 85°F - Nighttime: 65°F to 70°F
Fall (September to October)
Late summer into early fall offers pleasant temperatures and colorful foliage, perfect for exploring outdoor attractions in the area without the peak summer crowds.
Average Temperature Daytime: mid 70s°F - Nighttime: mid 50s°F to low 60s°F
Off-Season Highlights
Spring (April to May)
Spring brings milder weather and blooming landscapes, providing a quieter time to enjoy the region’s natural beauty before the summer rush begins.
Average Temperature Daytime: mid 50s°F to mid 60s°F - Nighttime: mid 40s°F to low 50s°F
Late Fall to Winter (November to March)
This period sees cooler temperatures and fewer visitors, making it suitable for those seeking tranquility and a cozy retreat in the region’s charming accommodations.
Average Temperature Daytime: mid 40s°F to upper 50s°F - Nighttime: below 40°F to mid 30s°F
Weekly Weather Forecast for Eastham
How to Book Your Eastham Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Eastham
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor pool to relax after exploring the nearby beaches.
- Make use of a spacious patio or deck area ideal for outdoor dining and entertaining.
- Benefit from well-maintained gardens or landscaped yards that enhance the outdoor experience.
- Take advantage of access to outdoor grills for cookouts with family and friends.
- Relax in a charming gazebo or shaded seating area to unwind amidst nature.
- Utilize outdoor recreational equipment such as kayaks or paddleboards, perfect for this coastal region.
- Experience the convenience of a dedicated parking area with ample space for outdoor activities.
Top Attractions Around Eastham
What attractions are nearby?
Within this charming area, you can enjoy a variety of outdoor activities such as exploring scenic beaches, biking along coastal trails, or discovering local wildlife at nearby nature reserves, making it an ideal destination for those seeking adventure and relaxation in Eastham, Massachusetts.
Family Activities
- Easy Bay Beach: Spend a day relaxing on the soft sands and exploring tidal pools at this popular family-friendly beach.
- National Seashore Visitor Center: Discover educational exhibits and participate in ranger-led programs that introduce families to the region’s natural beauty.
- Bike Trails around Eastham: Enjoy cycling along scenic routes suitable for all ages, offering stunning views of the area's wilderness and coastline.
- Whale Watching Tours: Embark on a memorable boat trip just off the coast to see majestic whales and marine life in their natural habitat.
Adult Activities
- Birdwatching at the Wellfleet Bay Wildlife Sanctuary: Explore this renowned sanctuary to observe a diverse range of bird species in their natural habitat, making it an ideal activity for nature lovers staying in the area.
- Kayaking along Cape Cod Bay: Rent a kayak and paddle through tranquil waters while enjoying scenic views unique to this coastal destination.
- Cape Cod Bike Trails: Ride along well-maintained bike paths that wind through the region’s charming landscapes and scenic vistas, perfect for outdoor enthusiasts.
- Historical visits to Eastham’s Maritime Museum: Discover the area’s rich maritime history through engaging exhibits and learn about its fishing and shipbuilding heritage.
Other Places to Stay in Eastham, MA
Cove Burying Ground
Edward Penniman House and Barn
Swift-Daley House
Eastham Windmill
First Encounter Beach
Wiley Park Beach
Herring Brook Beach
Adventure Diving Services of Cape Cod
Salt Pond Visitor Center
Schoolhouse Museum
North Eastham
Campground Landing
Eastham Travel Tips
How Can You Make the Most of Your Stay?
- Plan your visit during the shoulder seasons: Visiting in spring or fall allows you to enjoy Eastham's natural beauty with fewer crowds, making your stay more relaxing and immersive.
- Explore local outdoor activities: Take advantage of the region’s scenic trails, beaches, and nature preserves to fully experience the area's renowned outdoor offerings.
- Book your vacation rentals early: Securing your accommodations ahead of time ensures access to the best properties in this popular destination, especially during peak travel periods.
- Learn about Hidden Gems: Engage with local resources or host tips to discover lesser-known spots that truly showcase the charm of this destination beyond typical tourist sites.
Transportation Options
- Car Rentals: Renting a car offers you the flexibility to explore the scenic coastlines and charming neighborhoods at your own pace in this welcoming region.
- Public Transit: Local buses provide convenient access around Eastham, allowing you to navigate the area without the hassle of driving yourself.
- Taxi and Rideshare Services: Taxis and rideshare options are readily available for quick trips or when you prefer not to drive while on this destination.
- Bicycle Rentals: Biking is an enjoyable way to experience the natural beauty of the region, with several rental shops catering to visitors seeking outdoor adventures.
Local Customs Options
- Clamming Regulations: You should be aware that clamming is a popular local activity, but it’s important to follow specific seasonal and licensing rules to enjoy this tradition responsibly.
- Seafood Dining Etiquette: Here, locals take pride in fresh seafood, and it's customary to support small businesses by trying regional specialties and observing proper dining manners.
- Community Events: Participating in seasonal festivals and local gatherings offers you an authentic experience of the area’s friendly spirit and close-knit community.
- Respect for Nature: It’s customary to practice environmental stewardship by respecting protected areas and adhering to guidelines that preserve the region's scenic beauty and wildlife.
Frequently Asked Questions About Eastham?
1. What are the top vacation rentals in Eastham?
There are a lot of options in Eastham. If you plan on staying in the Eastham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Eastham:
- Lovely Dog Friendly Beach Home Close to Everything. 6 day stay open 6/28-7/4
- Truly Wonderful Cape Cottage
- Walk down quiet country lane to private Bay Beach.
- Just Steps to the National Seashore
- Whalewalk Inn and Spa
- Beautiful Great Pond Waterfront Home- Eastham, MA
- Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
- Waterfront Cottage - Adorable & Private
- Views Of Cape Cod Bay at Campground Beach, A/C, Heat, Wifi, Outdoor Shower
- 3 bed cottage, short walk to bayside beach down quiet sandy road, pet friendly
2. How many vacation rentals have private pools in Eastham?
There are 15 vacation rentals with private pools near Eastham. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Eastham are best for families?
If you are looking for a family-friendly vacation home in Eastham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Eastham:
4. How many Rentbyowner vacation rentals are available in Eastham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 790 in the Eastham area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Eastham.
5. What is the cancellation policy for vacation rentals in Eastham, Massachusetts?
Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms and any potential fees or restrictions related to cancellations.
6. Are there any additional fees I should be aware of when booking a vacation rental in the area?
Additional fees such as cleaning fees, security deposits, or service charges may apply. It’s best to check the detailed listing description or reach out to the property owner for a clear understanding of all costs involved.
7. How do I ensure the vacation rental I choose has the amenities I need?
All properties feature detailed descriptions of their amenities. To confirm that your needs are met, review the property listing carefully and feel free to contact the host with any specific questions before booking.
8. What is the check-in and check-out process for vacation rentals here?
Check-in and check-out procedures are outlined in each listing or communicated by the property owner. Be sure to read these details beforehand and contact the host if you have any special requests or need clarification.
9. Is it possible to modify or extend my reservation at a vacation rental in this destination?
Reservation modifications depend on the property owner’s policies. You should contact the host directly through the booking platform to discuss options for extending or altering your stay.
Eastham Top Rated Vacation Rentals
9 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R25,311/Night
For 7 Nights R177,172
2400 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R19,328/Night
For 7 Nights R135,304
3100 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R14,496/Night
For 7 Nights R101,465
252 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
R4,791/Night
For 7 Nights R33,544
3100 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R17,530/Night
For 7 Nights R122,710
12 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R17,600/Night
For 7 Nights R123,201
1500 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R15,076/Night
For 7 Nights R105,538
R2,190/Night
For 7 Nights R15,324
