Pet-friendly vacation rentals in Oak Bluffs

Breezeway Cottage Cheerful 3 Bed/2 Bath home

Your family will be close to everything when you stay at this centrally-located, fully renovated property. Picture Lake is with in walking distance. Enjoy Sup boarding and swimming in this beautiful lake. Gorgeous beaches are just a short drive away. Enjoy the many incredible restaurants in the area or barbecue right here at home. Breezeway Cottage is bright and airy and sleeps 7 with 3 bedrooms. Enjoy your vacation with family and friends….We love animals, so bring you 4 legged family member!

Rustic Carriage House by the Sea

This authentic small old Cape Cod rustic carriage house is charming, antique, and unique. It is situated in a beautiful,-of-a-kind location, loaded with cozy fun, making a great getaway time of the year. The carriage house is within distance of beautiful Hens Cove and is near many activities such as bike paths the cape cod canal, ferries, hiking fishing, and numerous restaurants. It is ideal for pet-friendly families, a couple of couples, friends who want to stay together, and larger groups.

Beautiful 4BR Lake Front House

Welcome to our fully renovated lakefront house, located in a quiet neighborhood, with modern finishes, a brand new kitchen, two full bathrooms, four bedrooms, and washer & dryer. Enjoy breathtaking views of the serene Snake Pond with direct access from the house and spend your days kayaking or fishing. Pets are welcome. The property also features a big fenced yard with a fire pit. House is very close to the fresh water Snake Pond Beach which is accessible after 4:15pm for non-residents.

Charming Edgartown Ranch

Our home is ideally located in historic Edgartown Village, a 5 minute walk to the town center. The house is conveniently located near many scenic beaches, lakes, and restaurants, as well as the "Chappy" ferry. The gorgeous sundeck overlooks a large backyard, and is perfect for relaxation and taking in the breathtaking sunset. We look forward to introducing you to a slice of paradise! There is a pet cleaning fee of $75/stay. There is a $75 /stay charge for 7 the guest. Parking available.

New Seabury Retreat. Butchart Gardens' Inspired

A Tranquil Escape in New Seabury 5-Bedroom Cape Cod Home with Garden Oasis Inspired by Butchart Gardens Welcome to your year-round retreat, tucked away in a private setting among towering oaks in the heart of New Seabury, Cape Cod. This beautifully maintained 5-bedroom home offers the perfect blend of coastal charm and modern comfort. Step outside into your own slice of paradise—a professionally designed garden inspired by the world-famous Butchart Gardens of Victoria, British Columbia.

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

This newly renovated beach cottage, designed by Wil&Co. Homes, is the perfect getaway for Cape lovers. Walk to the private association beach, bring you kayaks or canoes and launch them from the many water access points, and enjoy access to the association pool and tennis courts. This airy retreat has room for the whole family (including dogs) or group of friends with a fire pit, large backyard and game room. 7 Min Drive to Menauhant Beach 13 Min Drive to Downtown Falmouth

Cape Cod Cotuit Cottage, 3 Bed Near Beaches

5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

Cottage in Mashpee/Sandwich

Relax at this peaceful place to stay. Charming Ivy Cottage has all the amenities for a comfortable and relaxed vacation. Association beach on crystal clear pond for swimming, kayaking, sunbathing is just steps away. Ocean beaches, conservation land trails, dining and shopping at Mashpee Commons – all a short drive away. Dog friendly with fenced in yard.