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Pet-friendly holiday 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.

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Guest favourite
A bright living room features light blue walls and hardwood flooring, with natural light streaming through skylights. A cozy seating area includes a grey sectional and a light-colored side table, while a fireplace is adorned with decorative art. A television is positioned across from the seating arrangement.
Home in Barnstable
4.88 out of 5 average rating, 159 reviews

1-level fenced in yard Craigville Beach 2200sqft

*generator, solar panel backup powered*. This modern 4-bedroom, 2-bath, Cape-style house features ~2200 sq ft one-level Cape-style living in a quiet neighborhood, Free EV charging. 15000 sqft lot with fenced in flat grassy backyard, fire pit, swing set. Centrally located near Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 1 living room, 2 dining areas, 4 super-sized bedrooms. Perfect for family staycation and gathering.

Top guest favourite
An outdoor seating area is presented with a fire table at its center, illuminated by flames. Comfortable chairs surround the fire, with a red umbrella providing shade above. The ocean and sunset create a serene backdrop, showcasing vibrant colors across the sky.
Cottage in East Sandwich
4.87 out of 5 average rating, 445 reviews

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

Top guest favourite
The exterior of a classic Cape Cod home is framed by a grassy yard under a partly cloudy sky. White wooden adirondack chairs sit on the lawn, and the house features a cozy front porch, shutters in a deep hue, and multiple windows allowing natural light.
Home in West Yarmouth
5 out of 5 average rating, 296 reviews

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

Guest favourite
A charming path leads to the entrance of a house, framed by a white picket fence and lush greenery. Flowering plants line the walkway, which is paved with bricks and gravel. Solar panels are visible on the roof, complementing the natural surroundings.
Home in Mashpee Neck
4.93 out of 5 average rating, 106 reviews

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)

Top guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 112 reviews

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

Superhost
A two-story home with a light-colored exterior is set amidst a spacious yard, framed by mature trees. The entrance features steps leading to a welcoming porch with multiple windows that allow natural light to enhance the inviting façade.
Home in Hyannis Port
4.88 out of 5 average rating, 113 reviews

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.

Guest favourite
A gravel pathway winds through a lush forest, flanked by tall trees and dense greenery. Brightly colored signage can be seen attached to some trees. A narrow dirt path leads off to the right, inviting exploration.
Guest suite in Mashpee
4.94 out of 5 average rating, 229 reviews

Cottage on the Bay

Welcome to our charming Cape Cod cottage nestled on the tranquil shores of Popponessett Bay! This cozy space has been cherished by our family for generations, offering a quintessential Cape Cod experience. Located on a private point, our cottage provides stunning bay views and a serene atmosphere perfect for relaxation. Conveniently situated between Popponessett Market Place (2miles) and Mashpee Commons (2.6miles) you're close to shopping, dining, and entertainment options.

Guest favourite
A recreational area is presented, featuring a large wooden pool table at its center. Nearby, an air hockey table is visible. Comfortable seating is arranged along a wall with a mix of light and pastel colors, contributing to the spacious layout.
Cottage in Barnstable
4.79 out of 5 average rating, 122 reviews

Koi pond ranch w. Game room near 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

Top guest favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth
5 out of 5 average rating, 160 reviews

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.

Guest favourite
A spacious living room is captured, featuring light-toned sofas arranged around a wooden coffee table. A large television sits on a stand, with natural light streaming through tall, arched windows. A patterned rug adds color beneath the furniture, and indoor plants enhance the ambiance.
Home in West Hyannis Port
4.83 out of 5 average rating, 187 reviews

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*

Top guest favourite
A brick patio is seen outside the private entrance of the apartment, featuring two blue lounge chairs and a small table with a potted plant. Lush greenery surrounds the patio, enhancing the tranquil outdoor space.
Flat in Barnstable
4.99 out of 5 average rating, 281 reviews

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!

Guest favourite
The cottage exterior features a shingle facade with flower boxes adorned with colorful blooms. Two large windows provide natural light, while a wooden step leads to the entrance. The surrounding yard is well-kept, with green grass and vibrant hydrangeas adding to the inviting atmosphere.
Cottage in West Yarmouth
4.84 out of 5 average rating, 258 reviews

Charming Cottage near Beach and Ferry.

2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.

Popular amenities for Osterville pet-friendly home rentals

When is the best time to visit Osterville?

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Avg. price€ 231€ 214€ 214€ 214€ 274€ 347€ 450€ 492€ 282€ 260€ 245€ 257
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Quick stats about holiday rentals that are pet-friendly in Osterville

  • Total holiday rentals

    Explore 50 holiday rentals in Osterville

  • Nightly prices starting at

    Osterville holiday rentals start at € 94 per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Osterville holiday rentals include wifi 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!