Discover Your Perfect Eastham Vacation Homes

Eastham Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Eastham on PetFriendly.io

Eastham Large Vacation Homes

|
9.5 (129 Reviews)
Bed & Breakfast
The Whalewalk Inn & Spa
  • Air Conditioner
  • Parking
  • Pool
View Availability
See More Family Vacation Rentals in Eastham on FVR

Why Choose Rent By Owner for your Eastham Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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
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
autumn
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

image
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
image
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

More Top-Rated Vacation Rentals in Eastham Area

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.

image
image

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.
image

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
Cove Burying Ground Vacation Rentals
Swift-Daley House
Swift-Daley House Vacation Rentals
Edward Penniman House and Barn
Edward Penniman House and Barn Vacation Rentals
Eastham Windmill
Eastham Windmill Vacation Rentals
Wiley Park Beach
Wiley Park Beach Vacation Rentals
Herring Brook Beach
Herring Brook Beach Vacation Rentals
First Encounter Beach
First Encounter Beach Vacation Rentals
Adventure Diving Services of Cape Cod
Adventure Diving Services of Cape Cod Vacation Rentals
Salt Pond Visitor Center
Salt Pond Visitor Center Vacation Rentals
Schoolhouse Museum
Schoolhouse Museum Vacation Rentals
North Eastham
North Eastham Vacation Rentals
Campground Landing
Campground Landing Vacation Rentals
More Places to Stay Near Eastham

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:

2. How many vacation rentals have private pools in Eastham?

There are 14 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 2025 is over 735 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. 

Eastham Top Rated Vacation Rentals

See More Eastham Vacation Rentals