Pet-friendly holiday rentals in Woods Hole

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

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.!

A Shore Thing (King Bed, private patio w/ grill)

Welcome to Cape Cod! Cute, quiet and clean. This adorable apartment is located just minutes over the Bourne bridge. This is an above-the-garage apartment at my primary home with it's own living space, separate entrance and private patio with grill. It’s a tastefully decorated, very clean and peaceful getaway ideal for a couple, small group or single person. There is 1 bedroom with a very comfy king bed and a twin size bed in the main living area. Smart TVs. Pet friendly. Coffee & tea

impeccable cottage STEPS to downtown OB & beach!

Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

Waterview, Private, Walk to Beach, Mile to Town

Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

A Block to Main Street, walk to harbor or beaches!

This is a completely renovated two bedroom cottage. Three flatscreen smart TV's. Wifi. Tile throughout. This unit is turn key and fully stocked. There is an outside sitting area, expansive, private backyard including a gas grill. The kitchen is well appointed including tile backsplash, stainless appliances, Quartz countertops and more. We are a half a block to main street, two blocks to the harbor and the Martha's vineyard ferries. We are also less than a mile to the ocean.

The Driftwood Home, 5 min from Mashpee Commons, AC

- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Ferry (Car) Reservations Available for Summer 2026

In the heart Vineyard, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Easily walkable to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

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!

Comfortable Cape House In E. Falmouth

Recently updated cape home perfect for families or remote workers. Clean, calming styling with lots of small conveniences throughout the house. Perfect for working remotely. Designed for comfort and relaxation! Central Air; Easy Checkout! New kitchen counters and floors! I care about my house and I address all issues based on feedback from guests :)