
Pet-friendly holiday rentals in Eastham
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Eastham
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Beautifully renovated home, outdoor space, pets ok
Sea~a~Bella - Your perfect Chatham family vacation is here. You will find three beautiful, scenic beaches within walking distance providing the perfect summer Chatham day. Minutes away from restaurants, shopping and Cape Cod Baseball, there is something for everyone in the family. This modern home with plenty of space will ensure a wonderful stay. The backyard has plenty of room for games in addition to a new Outdoor kitchen and natural gas fire pit to relax comfortably on those cooler nights.

Escape to this Peaceful Cottage near Nauset Beach
Unwind at this peaceful, quiet and classic Cape Cod cottage in the charming town of Orleans surrounded by water and conservation lands! We are situated in the "elbow" of the Cape and equidistant to both of the charming villages of Chatham & Wellfleet. Chatham & Orleans offer plenty of Dining options (even Off Season) including our favorite the Rock Harbor Grill! If you’re looking for a quiet Mid Cape Escape we will not disappoint. Pls CHECK "Other Details" prior to sending booking request.

Slate House - a modern waterfront getaway
Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Abundant Blessings Cottage – Wellfleet
Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Stay On The Cape Vacation Rentals, Cape Cod Getawa
Escape to this delightful Cape Cod retreat, perfect for families and groups. Located on a quiet cul-de-sac, this spacious home features four bedrooms, two baths, a newly renovated kitchen, and an inviting living area. Enjoy a large deck, private yard, and a finished basement with a playroom. Just a mile from bay beaches and the bike trail, and minutes from Nauset Light and Wellfleet Drive-In. With A/C, ample parking, and modern amenities, this home offers the perfect Cape getaway!

The Sea Captain's Carriage House
The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Castaway Cottage~Small Waterfront Cottage
Discover serenity on the shores of Cape Cod Bay at the charming and cozy waterfront Castaway cottage, ideal for a couple or those with small ones. With two bedrooms, a fully equipped kitchen, and outdoor amenities including a fire table and "sunset" swings overlooking the water, you can relax and unwind in comfort. One small dog friendly and located on a private beach, whether rented alone or with the main house, it promises a memorable seaside escape.

Walk to Beach, Pet Friendly, New Fenced Backyard!
Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape

A quiet, private, unique spot in a great location!
The apartment is completely separate from the house with a private deck. The property is surrounded by conservation land so the closest neighbor is not visible from the apartment or the yard. We offer self check in and allow our guests complete privacy during their stay. We follow the guidelines for cleaning provided by Airbnb and the CDC. Room Occupancy Excise Reg. Cert. C0013100410

Cozy Waterfront Apartment, Private Beach Access
Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

Game Room- Movie Projector Room- Fire Pit
Nestled in the heart of the Cape, our cozy (and beautifully styled) retreat becomes a magical group getaway, why we coined it "Gimlet Getaway". While many envision Cape Cod as a summer playground, it can become the best spring sanctuary for you and your large group! (Pool only open mid-May to mid-Sept)

Fabulous Waterfront with Spectacular Sunset Views!
**Waterfront on salt water Follins Bay which is the headwaters of the Bass River. Sit and watch the boat activity from the deck or patio. Swim, fish or kayak (2 provided) right from your the backyard on your own private dock. Bright & airy décor with beautiful water views.
Popular amenities for Eastham pet-friendly home rentals
Pet-friendly house rentals

1850 Orleans Antique Home with Path to Arey’s Pond

Brewster Bay Getaway; walk to private & pub. beach

East Orleans Aerie Between 2 Ocean Beaches!

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

Serene Escape on Cape Cod -Bayside - Dog Friendly

Cape Cod Getaway 2 Bedroom Cozy Home

Serene Springtime Sanctuary - 5BR w/ Water Views

Walk to beach, Main St, bike path; dog friendly
Pet-friendly home rentals with a pool

Harwich Haven: Pool & Fire Pit

Harwich House: Private Pool, Game Room & Putt-Putt

5-bedroom Cape with a pool and yard games.

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Seaview Summit | Ocean Views, Indoor Pool, Beach

Winslow Acres [heated] Pool Escape; pool May-Oct

Renovated ranch with pool access
Private, pet-friendly home rentals

4A Garden Apt

Cape Charmer 4-2 sleep 10, 2 miles beach, Sun-Sun

Quiet Cape Cod retreat on bike trail

Bayside Breeze, a Summer Breeze Cape Cod home

Spring Discount-Bay Beach, Sunsets, Dog Friendly.

The French 75 Cape House

3BR oceanfront dog-friendly home with beach access

Cape Cod Bayside Rental - Walk to Private Beach
When is the best time to visit Eastham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 SGD | $321 SGD | $340 SGD | $322 SGD | $363 SGD | $462 SGD | $548 SGD | $630 SGD | $390 SGD | $381 SGD | $389 SGD | $417 SGD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals that are pet-friendly in Eastham

Total holiday rentals
Explore 170 holiday rentals in Eastham

Nightly prices starting at
Eastham holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 6,330 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
170 of Eastham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Eastham rentals

4.8 Average rating
Eastham stays are highly rated by guests – averaging 4.8 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Coast Guard Beach
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Popponesset Peninsula
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- Sea Gull Beach
- Nauset Beach
- Scusset Beach State Reservation
- Sandwich Glass Museum
- Marconi Beach
- Bass River Beach




