Best Vacation Homes in Eastham
House
6 Bedrooms
6 Baths
12 Guests
Private Pool
Oceanfront
Fireplace/Heating
Pool
US $2,189/Night
7 Nights - US $15,326
House
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
839.58 ft²
Hot Tub- Fireplace/Heating
View
Pet Friendly
US $950/Night
7 Nights - US $6,650
US $485/Night
7 Nights - US $3,392
House
3 Bedrooms
2 Baths
16 Guests
- Fireplace/Heating
Ocean View
Balcony/Terrace- View
US $1,053/Night
7 Nights - US $7,371
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
1808.34 ft²
- Fireplace/Heating
- View
- Pet Friendly
Parking
US $838/Night
7 Nights - US $5,866
House
2 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $870/Night
7 Nights - US $6,089
Cottage
3 Bedrooms
1 Bath
6 Guests
Air Conditioner
Internet
Child Friendly
Laundry
US $735/Night
7 Nights - US $5,142
New
House
4 Bedrooms
2 Baths
8 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Air Conditioner
US $591/Night
7 Nights - US $4,135
Eastham Luxury Rentals
House
10.0(14 Reviews)
8 Bedrooms
5 Baths
18 Guests
8000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $3,109/Night
7 Nights - US $21,765
House
10.0(45 Reviews)
7 Bedrooms
6 Baths
14 Guests
3200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,880/Night
7 Nights - US $20,160
House
6 Bedrooms
4 Baths
16 Guests
2368.06 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $2,587/Night
7 Nights - US $18,109
House
3 Bedrooms
3 Baths
6 Guests
2135 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $2,258/Night
7 Nights - US $15,804
House
4 Bedrooms
3 Baths
8 Guests
2400.35 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- View
US $2,170/Night
7 Nights - US $15,190
House
9.8(16 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,140/Night
7 Nights - US $14,982
Hotel
9.4(278 Reviews)
6 Baths
297.81 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $2,131/Night
7 Nights - US $14,917
US $2,079/Night
7 Nights - US $14,553
Eastham Pet Friendly Vacation Rentals
House
3 Bedrooms
4 Baths
6 Guests
3000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $552/Night
7 Nights - US $3,861
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
645.83 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $590/Night
7 Nights - US $4,130
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Ocean View
- View
- Pet Friendly
US $671/Night
7 Nights - US $4,697
House
3 Bedrooms
2 Baths
9 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $468/Night
7 Nights - US $3,274
House
10.0(1 Review)
5 Bedrooms
3 Baths
10 Guests
2895.49 ft²
- Hot Tub
- Fireplace/Heating
- View
- Pet Friendly
US $1,192/Night
7 Nights - US $8,344
Cottage
10.0(135 Reviews)
1 Bedroom
1 Bath
2 Guests
675 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $296/Night
7 Nights - US $2,070
House
10.0(23 Reviews)
2 Bedrooms
1 Bath
7 Guests
1594 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $539/Night
7 Nights - US $3,773
House
10.0(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $508/Night
7 Nights - US $3,559
Eastham Large Vacation Homes
House
10.0(110 Reviews)
5 Bedrooms
2 Baths
9 Guests
1968 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $491/Night
7 Nights - US $3,437
House
10.0(1 Review)
6 Bedrooms
4 Baths
12 Guests
1689.93 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $375/Night
7 Nights - US $2,625
House
10.0(53 Reviews)
4 Bedrooms
2 Baths
11 Guests
1680 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,288/Night
7 Nights - US $9,013
House
8.0(1 Review)
5 Bedrooms
2 Baths
10 Guests
2303.48 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $615/Night
7 Nights - US $4,305
House
10.0(32 Reviews)
6 Bedrooms
4 Baths
12 Guests
2500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $744/Night
7 Nights - US $5,208
House
10.0(24 Reviews)
5 Bedrooms
3 Baths
15 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $938/Night
7 Nights - US $6,569
House
10.0(16 Reviews)
5 Bedrooms
3 Baths
10 Guests
2895 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $887/Night
7 Nights - US $6,210
House
10.0(10 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $515/Night
7 Nights - US $3,605
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.
Eastham Vacation Rental Frequently Asked Questions
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.
- 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
- Waterfront Cottage - Adorable & Private
- Clean and Quiet cottage 1/2 mile to Cooks Brook and Sunken Meadow Beach
- 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 16 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 830 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
House
10.0(27 Reviews)
3 Bedrooms
3 Baths
9 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,318/Night
7 Nights - US $9,225
House
10.0(20 Reviews)
4 Bedrooms
2 Baths
8 Guests
2400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,058/Night
7 Nights - US $7,406
Apartment
10.0(16 Reviews)
1 Bedroom
1 Bath
2 Guests
252 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $298/Night
7 Nights - US $2,083
House
10.0(15 Reviews)
4 Bedrooms
3 Baths
8 Guests
3100 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $885/Night
7 Nights - US $6,196
House
10.0(12 Reviews)
4 Bedrooms
2 Baths
8 Guests
3100 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,687/Night
7 Nights - US $11,809
House
10.0(6 Reviews)
7 Bedrooms
4 Baths
19 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,888/Night
7 Nights - US $13,216
House
10.0(5 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,374/Night
7 Nights - US $9,616
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,017/Night
7 Nights - US $7,117
