Pet-friendly vacation rentals in Osterville, Barnstable

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Top-rated pet-friendly home rentals in Osterville, Barnstable

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

The exterior of the cozy residence is highlighted by a welcoming porch, featuring a combination of natural stone and bricks. Lush greenery surrounds the area, and a wooden lattice adorned with flowers adds charm. Sunlight filters through the trees, illuminating the inviting entrance.

Apartment in North Eastham

4.91 out of 5 average rating, 259 reviews

Eastham Escape

Private cozy clean 3 room en suite with private entrance. Entry room has small fridge, stocked coffee bar, microwave, water bubbler, and closet with beach chairs, towels, cooler, and dog water bowl. No full kitchen. Middle room has couch and smart t.v. Bedroom with comfortable queen and full bath. 5 min to 2 National Seashore pet friendly beaches. 5 min to Wiley park with pond and dog walk. 3 min to sunsets at the bay. Walk to bus, bike trail, restaurants. 23 miles to Ptown. Sleeps 1 o2 adults

Superhost

The outdoor deck features wooden steps and a small seating area with two chairs, set against a backdrop of lush green trees and a clear sky. A sliding door leads into the home, complementing the natural surroundings.

Home in Brewster

4.86 out of 5 average rating, 126 reviews

Sun filled single level retreat, outdoor shower

Wonderful 3 Bed, 2 full bath single floor home. Bedrooms on two separate wings. Fully stocked kitchen with center island and breakfast bar. Large living room, vaulted ceiling exposed beams, floor to ceiling windows overlooking private backyard. Central A/C, wifi, smart TVs, washer/dryer, outdoor seating/eating, fire-pit, outdoor shower. Very close to Cape Cod Rail bike path, restaurants, Beaches, Nickerson State Park, golfing, shopping. Dog allowed by request; $30 per night or $150 per week.

Top guest favorite

A shaded backyard space is equipped with outdoor seating arranged around a fire pit. A wooden deck is visible beside a tree adorned with blue lanterns, creating a relaxing environment. The grassy area is well-maintained, providing a comfortable setting for outdoor activities.

Home in Dennis Port

4.92 out of 5 average rating, 378 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

✅All linens included & beds made ✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C Locally managed

Superhost

The exterior of the house showcases a wooden facade framed by lush greenery. A large wooden deck extends from the back, furnished with chairs, ideal for relaxation. Sunlight filters through the trees, highlighting the serene outdoor space.

Home in Yarmouth Port

4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Guest favorite

Cottage in Dennis

4.98 out of 5 average rating, 173 reviews

★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

Top guest favorite

A cozy living area is showcased, featuring a light blue accent chair next to a small lamp. A flat-screen TV is positioned on a cream entertainment unit. The grey sofa provides ample seating, while a round coffee table sits in the center, enhancing the inviting atmosphere.

Cottage in Bourne

4.97 out of 5 average rating, 234 reviews

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.

Top guest favorite

The exterior of the cottage features a patio area with a gas grill, leading to a serene waterfront view of the pond. Lush green trees frame the space, providing a natural backdrop, while a small clock is mounted on the wall near the entrance.

Home in West Yarmouth

5 out of 5 average rating, 300 reviews

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

Top guest favorite

A charming blue house with white trim and black shutters is situated behind a well-maintained garden. A stone pathway framed by colorful flowers leads to the front door, which is centered between two windows that provide natural light.

Home in Dennis Port

4.98 out of 5 average rating, 268 reviews

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.

Guest favorite

A charming house exterior is presented, featuring light-colored siding and a gray roof. A painted wooden sign displaying a red heart stands in the foreground. Lush grassy areas surround the home, with pink flowering shrubs enhancing the welcoming setting.

Home in Harwich Port

5 out of 5 average rating, 46 reviews

Spacious, 4-bedroom, Dogs ok, Minutes from Beaches!

RENOVATED! This 4 bedroom house is centrally located a couple blocks from Route 28 in scenic Harwich Port. This home is located in a quiet residential neighborhood close to the Harwich Port's Main Street and 5 minutes from beautiful Nantucket Sound beaches and equipped with all the essentials for a serene getaway. Walk to mini-golf, ice-cream, restaurants, go-carts and the grocery store! Hop on your bikes and head to the beach or the Cape Cod rail trail.

Top guest favorite

Cottage in Yarmouth

4.97 out of 5 average rating, 103 reviews

300 STEPS TO OCEAN★Firepit★Pet OK★Bikes★BBQ

⚓️THE SEA SALT⚓️ 🐕pet friendly 🏖300 steps to Thacher Beach! 🏖6 min walk to Parker’s River Beach! 🦞6 min walk to Skippers Restaurant and ice cream! 😊freshly renovated! 📶high speed wifi 🔥private patio w/ propane fire pit! 🍽outdoor dining for 6! 🚿outdoor shower! 🚴 beach cruiser bikes! 📺 smart TV in every room! 🛏luxury linens/bedding 🍽full kitchen **Stand alone condo located within Wayfarers Cottage Community. **$30/per night pet fee

Top guest favorite

A well-maintained garden is visible, featuring lush green grass and vibrant flowerbeds. Blue hydrangeas and a variety of leafy plants are arranged in circular beds, surrounded by mulch. A bird feeder stands in the center, with trees providing a natural backdrop.

Apartment in Barnstable

4.99 out of 5 average rating, 260 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!

Superhost

A serene beach view reveals soft sand stretching towards gentle waves, reflecting the warm hues of a setting sun. The horizon is lined by subtle silhouettes of coastal structures, creating a tranquil atmosphere for relaxation and enjoyment of nature.

Home in Chatham

4.86 out of 5 average rating, 14 reviews

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.

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What guests are saying

Pet Friendly Paradise Found

4.96 out of 5 average rating, 46 reviews7 months ago

I spent another spectacular week at Paradise Found. The cottage is peaceful and private with beautiful surroundings and an ideal location on the Cape. My dogs enjoy themselves in the large yard and going on neighborhood walks. Jayne and Steven are so friendly and always make me feel at home. My third year in a row and I can't wait to come back!

Tiny home in Yarmouth Port

What guests are saying

Pet Friendly West Yarmouth Walk to Seagull Beach!

5 out of 5 average rating, 26 reviews6 months ago

Betsy’s house is a true gem. My family and I (with 2 dogs) spent a wonderful 5 nights at Betsy’s place. The house is spacious, cozy, super clean and filled with lovely decorations. We all felt at home and were very comfortable. The location is perfect and close to everything. We would absolutely recommend a stay at this house.

Home in West Yarmouth

What guests are saying

Stunning Home in Harwich Port

4.95 out of 5 average rating, 88 reviews3 days ago

Great stay in Harwich. Kitchen was well stocked with every type of of pot, pan, or utensils you could dream of. Outdoor grill was great. Washer and dryer in the basement were new and covient to use. Bedrooms were spacious, and the bathrooms were spotless. Outdoor area especially the back yard were great. All around great rental property and host.

Home in Harwich Port

What guests are saying

Bright Coastal Retreat Near Ridgevale Beach

4.91 out of 5 average rating, 85 reviews7 months ago

You won't find more responsive hosts - literally within minutes. Check-in and communication throughout was great. And it's the first rental I've ever seen that had REAL toilet paper! IYKYK! They were super clear about everything. The only small issue we had was with the AC. It's listed as Central AC, which it has but only on one floor. This wasn't a big deal because it was later in the season but if it was in the middle of the summer it would have been an issue. The first floor didn't get any of the AC and just cracking the door from the upstairs wasn't really sufficient to cool it down, even at night. Again, not a problem around Labor Day when we were there but in mid-July I don't think it would have been very comfortable to sleep there. But other than that, a great stay in a great location.

Home in Chatham

What guests are saying

Summer Cottage Close to Beach! - Dog Friendly

4.85 out of 5 average rating, 79 reviews4 months ago

Spent the month of November at this home, enjoying the peace and quiet of the off-season, as many attractions close during this time. Less than a mile walk through the neighborhood to Smugglers Beach! The home is centrally located for exploring the entire cape (about an hour to P-town on one end and Falmouth on the other). Hyannis with its big box stores was 10 minutes away when we needed supplies we couldn't find in Yarmouth. We also drove up to Hingham and took the Ferry into Boston, avoiding the city traffic. The house was so cozy and very cared for by Sakie and Jeff! The couches and beds were comfy. The kitchen had everything we needed. We used the fireplace most evenings. The wifi was excellent for remote work. It was too cold to enjoy the backyard, but so nice that it was fenced in for our dog. Sakie and Jeff were the perfect hosts, checking in to ensure we were okay and quick to answer any questions. We loved our stay here and highly recommend it!

Cottage in Yarmouth

What guests are saying

Coastal Breeze, a Summer Breeze Cape Cod home

5 out of 5 average rating, 17 reviews19 months ago

We were a family of 5 including 2 adult daughters and one grandson,my husband and I. This house worked well for us! I loved the cozy living room where we could all hang out. There was a nice deck and grill so we ate several meals outside overlooking the beautiful yard, breathing the fresh ocean air. We loved the location on a quiet side street! The Cape Cod National Park beaches were an easy drive away. We enjoyed walking around in Provincetown,relaxing on beautiful head of the Meadow Beach, and walking at the special Wellfleet Audubon Park. We could easily cook in the kitchen and finally, the bed was extremely comfortable! We discovered that Eastham is a perfect town to stay in!

Home in Eastham

What guests are saying

Breezeway Cottage Cheerful 3 Bed/2 Bath home

4.88 out of 5 average rating, 56 reviews6 months ago

We had a lovely stay at Breezeway cottage. The location was perfect for us to meet up with family on the area. Good bakeries, and restaurants in the area. Close to the cape cod canal where we enjoyed a bike ride and seeing a seal! Jacqui left clear instructions and check in was easy.

Home in Pocasset

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