Pet-friendly holiday rentals in Osterville

Pet friendly Cotuit Charmer- 5min drive from beach

Charming Cotuit cottage, located just minutes from the heart of town. This cozy home is perfect for a getaway to reset and retreat from the hustle and bustle of life. This home sleeps up to ten guests, with an open living/ dining & kitchen area, perfect for conjuring and creating new memories. The yard is spacious and open, surrounded by trees to allow for some privacy. There is an outdoor deck, perfect for summer bbq’s and seating area. note: patio furniture an bbq are put away on off-season

The Pearl: 3 Bedroom 500 steps to Englewood Beach!

The Pearl is a classic Cape Cod 3-bed home 500 steps to Lewis Bay. Walk through the marsh path on your way to Englewood Beach, a number of small beaches, & Colonial Acres! Seagull Beach is 2 miles away. • Mesh WiFi, 2 Smart TVs • Central Air Conditioning • Large 2nd-floor bedroom • Big yard on a quiet dead-end street • Original wood floors/trim • Living/Dining rooms • Outdoor shower, grill, deck, firepit • Equipped kitchen • Linens/towels provided • Washer/Dryer in basement • Work from home

Mermaid's Garden Apartment Cape Cod

Mermaid Garden is a walkout garden level apartment in Historic Sandwich Village. This Gateway Village on Cape is located an hour from Boston, Newport, Providence & Provincetown. We are a cyclist, walker, angler, boating golfing paradise near the Cape Cod Canal & Sandwich Boat Basin Marina popular dining & brewery options less than a mile distance. This space is for a small family who want to be outside touring or two travelers who wish to slow down & relax after exploring. Dog friendly .

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

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Cozy garden retreat close to it all! Pet friendly

Come enjoy the cape from a private, dead-end road off Rt 28. 10-15 mins to beaches, 15 to Hyannis or Falmouth, 5 to Mashpee commons. Or, relax in a hammock in the privacy of the fully-fenced in wooded yard or by the fire pit. Family and dog friendly! 2 desks for WFH in separate rooms. -Heat/AC in every room -High speed Wifi : 200+ Mbps in all areas inside, 30+ Mbps from hammock -Smart speakers for in/outdoor use -Fire TV w/ Netflix, Disney+, etc -Working fireplace (in Winter)

Cozy 1-level fenced yard Craigville Beach 2000sqft

Welcome to Midori On The Cape! This freshly renovated 3-bedroom, 2-bath, Cape-style house features 2000 sq ft all in one level in a quiet neighborhood, 15000 sqft lot with fenced in flat backyard, fire pit, string lights, BBQ-grille. Quick access to Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 2 living rooms, 2 dining areas, 3 super-sized bedrooms. Perfect for family staycation and gathering, get away.

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*

Luxury House 0.25 mi from Craigville Beach

Welcome to Beyond the Beach Cape Cod in beautiful Centerville; close to Hyannis! During these uncertain times, be assured that we are taking every precaution available to us to ensure the health and safety of our guests. We are instituting enhanced cleaning of all sheets, mattress protectors and pillow protectors and quilts prior to each rental. After each stay we empty, clean and refill the outdoor hot-tub, which is available for your use year-round!

Cozy Large Private Pet Friendly Studio

Charming, private downstairs studio in historic Sandwich Massachusetts. This is a great space for you and your furry friend! Our place is centrally located 16 miles to Falmouth, 12 miles to Hyannis, 5 miles to shopping at Mashpee Commons, 6-9 miles to local beaches, 2-3 miles to groceries,restaurants and gas, 8 miles to the Sagamore Bridge, and 15 minutes to the Bourne Bridge.

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!

Charming cape cod cottage

Our Cape Cod cozy and comfortable cottage, is South of route 28. 3 bedrooms. Master bedroom has a queen bed, second bedroom a full bed and third bedroom has a futon. A WALK to small beaches at end of road. Living room with stone fireplace. Front to back porch w sliders to backyard. Second back patio. Grill and Outside hot shower. Central air conditioner. Laundry on site.