Pet-friendly holiday rentals in Oak Bluffs

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.

Fiddler's Green - families and pets welcomed!

Get ready to put your feet in the sand, then return to our outdoor shower, spacious deck & hammock to lounge your evening away! Enjoy our fire pit and grill. Walk 1 mi to Town Dog Park or Cape Cod Winery. Make Fiddler's Green your home base for Falmouth's dozen public beaches (three of which are less than 3 mi away), and Falmouth's quintessential town green (2.5 mi away), stores, churches, library, and epic local spots for food & beverages - Liam's Irish Pub, Añejo Mexican Bistro, etc.!

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.

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

Spacious house steps to Craigville beach! Dog ok!

Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the location and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

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.

Coastal Retreat Near Saltwater Beaches & Boating

Welcome to your perfect, quiet, coastal getaway! This charming 2-bedroom, 1-bath home is close to Bourne’s saltwater beaches, boat ramp, walking trails, and restaurants. Whether you’re seeking relaxation or adventure, this home offers the ideal base for your Cape Cod escape.