
Pet-friendly vacation rentals in Osterville
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Osterville
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Cape Cottage✦Walk to Beaches✦Large Fenced Yard
🐕pet friendly 🚿outdoor shower! 🔥private backyard with fire pit! ❄️central AC 🏖 Less than a mile (4 min) to local beaches 😊accommodations for 6 guests! 📶high speed Wi-Fi 🍽full kitchen & modern appliances Welcome to your next Cape Cod vacation! Our cozy South Yarmouth home is the perfect spot to relax and recharge. This pet-friendly 2 bed & 1 bath is equipped with central AC, modern appliances, spacious rooms, a large fenced-in backyard, and enough sleeping space for up to six guests.

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.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

BeachPass|Mins2Downtown&Beach|FencedYard|PetsOk
Enjoy a comfortable stay at this spacious 4-bedroom, 2-bathroom home, perfectly situated near downtown Hyannis. Just a 10-minute walk (0.4 miles) to the Melody Tent, making it incredibly convenient for concerts and events! Plus, you're only minutes from the area's best restaurants, shops, and beaches—1.6 miles to Kalmus Beach and 2.5 miles to Craigville Beach. With plenty of nearby activities, this home is an ideal base for exploring and enjoying all that Hyannis has to offer.

Koi pond ranch w. Game room by the lake
Our spacious, bright and very private ranch is a perfect place for a relaxing getaway on the Cape. Our house boasts central A/C, hardwood floors, an updated open kitchen, a breakfast bar, granite counters, 2 glass sliders, 1 w/ deck access that flows to the sprawling, private yd. The amazing master bed retreat w/ private deck access will 'wow' you w/ its beamed cathedral ceil. /skylights. Based has s pool table, air hockey and Movie theater. 10 min walk to the Lake beach

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.

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*

Lake Front Cape House on Private Peninsula
Cape Cod house surrounded by fresh water Lake Wequaquet in Centerville, Cape Cod. Access lake with on property beach & dock, fenced in yard. Kayaks provided. Weekly 5 days prefer in July & August. Shorter stays in off season & dates open(aug. 17-20). Aug. 26-28 open please reach out. No Parties at the house or more people than the reservation states! Maximum 7 adults 1 child. No events except for photo shoots. Seasonal prices & extended stays available.

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!

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!
Popular amenities for Osterville pet-friendly home rentals
Pet-friendly house rentals

Private Haven Close To Shops And Beaches

Centerville-Beach+Shops less than 5 min drive

Sunburst Cottage on Long Pond

Scraggy Neck 5-Bed Retreat, Fenced Yard with Deck

Entire Hyannis Home | Downtown & Beaches

Historic Cottage | Modern Comforts & Curated Charm

Cozy ranch with private neighborhood beach

Home in Barnstable
Pet-friendly home rentals with a pool

Mashpee Manor Pool House

Sunny Cape w/Private Pool, Steps to Private Lake

Centerville Oasis, Heated Saltwater Pool!

Private Saltwater Pool, Game Room, near Beaches!

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Winslow Acres [heated] Pool Escape; pool May-Oct

Home w/ golf view, salted heat pool, mins to beach

Renovated ranch with pool access
Private, pet-friendly home rentals

Waterfront Cape Cod Apartment

Charming Cozy Coastal Retreat|Pet Friendly|EV

Serene 3-Living Areas | Fenced Yard | Craigville

Clean, Private, Close to Beaches, Beach Pass!

Family and Pet-friendly house on CapeCod

Expansive Ocean Views

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

Sauna I Walk2Beach I Pet Friendly I Fire Pit
When is the best time to visit Osterville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,445 GYD | G$52,264 GYD | G$52,264 GYD | G$52,264 GYD | G$66,898 GYD | G$84,877 GYD | G$109,964 GYD | G$120,208 GYD | G$68,780 GYD | G$63,553 GYD | G$59,790 GYD | G$62,717 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals that are pet-friendly in Osterville

Total vacation rentals
Explore 50 vacation rentals in Osterville

Nightly prices starting at
Osterville vacation rentals start at G$20,906 GYD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Osterville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Osterville rentals

4.8 Average rating
Osterville stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with outdoor seating Osterville
- Rentals with beach access Osterville
- House rentals Osterville
- Rentals with a fire pit Osterville
- Rentals with a patio Osterville
- Rentals with a washer and dryer Osterville
- Rentals with pools Osterville
- Rentals with a fireplace Osterville
- Family-friendly rentals Osterville
- Pet-friendly rentals Barnstable
- Pet-friendly rentals Barnstable County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
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