Pet-friendly holiday rentals in Massachusetts

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! ✅ 200 MBPS WIFI ✅ Steps to sandy beach on a crystal clear pond ✅ Pet friendly ✅ Linens & towels are included. Beds will be made ✅ Swim, fish or use our 2 kayaks & 2 SUP’s ✅ Bluestone private patio w/waterviews+charcoal BBQ ✅ Outdoor shower ✅ Sunroom w waterview ✅ Washer+dryer ✅ Fully equipped kitchen w/Carrera marble counter ✅Gas firepit ✅A/C in bedrooms ✅Small library of books, didn't finish the book? Take it! ✅Pet fee $25/day

Beach Cottage, without going over bridges to Cape!

Deeply sanitized, all handles Clorox wiped and cleaned thoroughly for all guests. This adorable beach cottage comes with everything you need for a nice & relaxing getaway. The beach is a short walk of about 5-8 minutes down the street. 2 beach chairs, towels & a cooler are provided. Come home to an outdoor grill and deck furniture to continue your outdoor experience. Fenced in yard and open to having well trained dogs for an additional one time $100 fee. Sorry no other pets considered.

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

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Stylish Dog-Friendly Home - West End on Commercial

Discover Siren’s Hideaway, where coastal charm meets convenience in the heart of Provincetown's enchanting West End. This welcoming condo not only welcomes your furry companions but also offers the coveted luxury of a deeded parking spot! Situated directly on Commercial Street, Siren’s Hideaway is just steps away from the lively energy of Provincetown's hotspots. This retreat exudes a peaceful ambiance, providing a perfect balance between excitement and relaxation.

Shirley's Place - Pet Friendly Sleeps Six!

Cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail Yarmouth to Provincetown minutes away! Pet friendly beaches mid September - Mid May.

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!

Chatham Bliss - Beach 1.3 miles, Dog friendly+EV

Escape to our recently updated retreat in beautiful Chatham, MA! This pet-friendly haven is a perfect getaway for you and your furry companion. With 1.3 mile from Ridgevale beach, the added convenience of an EV charger, your eco-friendly adventures just got easier. Our thoughtfully designed space offers a blend of comfort and style. Recently updated, it boasts modern aesthetics and a coastal charm that will make you feel right at home.

NEW - Quintessential Pet Friendly PTown (West End)

West End - Perfect Location Large, very bright and sunny second floor apartment in a private house on a quiet side street. Private deck with BBQ - perfect for watching the sun set. Two large bedrooms with queen beds and lots of closet space. Full kitchen with dinning table. Parking and laundry facilities. Home away from home. Available for short term or seasonal rental.