Pet-friendly vacation rentals in Osterville, Barnstable

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Popular amenities for Osterville, Barnstable pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
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
4.95 out of 5 average rating, 79 reviews

Cozy Cape Cod garden retreat close to everything

Meri-SueRating, 5 stars2 weeks ago
This was a great place for us to stay during a friends wedding weekend. We loved going to the nearby Cotuit market for groceries and snacks. There are a few small beaches close by that were very nice to walk on. Nick's house is very comfortable and quiet to stay in. Everything in the house was guest appropriate, very clean spaces, the appliances functioned well and there were plenty of dishes and cooking equipment in the kitchen. The front yard is lovely with so many plants blooming everywhere. The weather was a bit rainy, so we didn't spend much time in the backyard, though it looked inviting. Maybe next time! Thank you!
Guest favorite
A bright studio apartment features a cathedral ceiling and large windows allowing natural light to fill the space. A cozy bed is positioned next to a comfortable seating area, with a small dining table visible. A glass sliding door provides access to the outdoors.
Home in Barnstable
5 out of 5 average rating, 18 reviews

8 Min Drive to Beaches! Brand New, Bright, & Fresh

NatRating, 5 stars2 weeks ago
Exceeded our expectations! We had a wonderful stay at Priscilla’s place in Barnstable over Memorial Day weekend. We spent three nights there, and it had everything we needed. The neighborhood was quiet, the space was newly renovated, and the backyard was huge; perfect for our dog, Oxford, who loved every moment of yard playtime. We had the pleasure of meeting Priscilla, who was friendly and welcoming right from the start. Oxford enjoyed her company too—it was clear he liked her! We’ll definitely stay again.
Superhost
A spacious living area features a comfortable gray sofa and a wooden coffee table at the center. Light-colored walls with wooden beams create an airy feel, while a TV stands on a media console. Natural light filters in through large windows dressed with dark curtains.
Home in Barnstable
4.9 out of 5 average rating, 67 reviews

Chez-Po_Barnstable A/C House

SyayakhaRating, 5 stars7 months ago
Moms of 3 kids decided to rent out something nice and cozy to spend evening if catching up and relaxing. The place is cozy, cute and felt like home. There were some issues with the heat, which landlord communicated and resolved it they way that we stayed happy. Truthfully, it didn't bother us too much since we were without kids and we were had extra layers. Thank you for hosting, we needed this short day off and house provided us with what we needed. Nearby is yummy local breakfast places that didn't disappoint at all.
Top guest favorite
A bright living area features a comfortable leather sofa and an armchair, arranged around a coffee table set on a decorative rug. A fireplace with a stone surround serves as a focal point, complemented by a wall-mounted television and neutral wall tones.
Home in Sandwich
5 out of 5 average rating, 16 reviews

A Cape Cod Hidden Gem

KevinRating, 5 stars7 months ago
We had an excellent stay at Great Hill Cottage. The entire house was beautifully decorated and extremely clean. Great amenities.
Guest favorite
An open living area features natural wood flooring and soft blue walls. A round dining table sits beside a cozy seating arrangement, creating an inviting space. Large windows enhance natural light, and a modern kitchen area is visible in the background.
Home in Mashpee
4.92 out of 5 average rating, 143 reviews

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

PinchasRating, 5 stars5 days ago
Very pleasant. Kristen oferred earlier checkin and very late checkout which allowed us to enjoy some additional hours at the beach and kayaking
Top guest favorite
A bright living space features two orange chairs and a large blue ottoman. A wall-mounted smart TV is visible, and a dining area with colorful chairs and a chandelier is located nearby. A ladder leads to a loft area above the seating.
Home in Falmouth
5 out of 5 average rating, 62 reviews

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

JudithRating, 5 stars1 month ago
Beautifully remodeled home, lovely setting on a large pond. Everything was clean, the kitchen was well stocked. I am an avid cook/home chef and appreciate the decent cookware. So many places have understocked kitchens and wounded cookware. Comfortable King bed. Thoughtfully decorated. Nice quiet neighborhood. We travel with our 13 year old boxer who has traveled the country and we appreciated the one level living. We did not mind being farther from town, we love the wildlife and the beautiful swan swimming on the pond! The host, Benjamin, was easy to get ahold of, though we had no issues with anything at all. The booklet on Salt Crystal that was sent ahead to us was extremely helpful to us! We would definitely stay here again!
Top guest favorite
A spacious deck is overlookng a serene body of water, surrounded by trees. The area features white railings and a wooden floor, with soft sunlight illuminating the scene. In the distance, a small boat dock is partially visible, adding to the peaceful ambiance.
Home in Mashpee
5 out of 5 average rating, 10 reviews

Escape to cape/water front home

BrendanRating, 5 stars1 week ago
The house and Tam were fantastic! Tam's attention to detail in both the house and how it was prepared for us made it super easy and stress-free to get settled. We had an amazing time!
Guest favorite
An NBA Jam arcade console is showcased, featuring a vibrant screen displaying a basketball game. The control panel is adorned with colorful buttons in orange, blue, and white, inviting guests to enjoy classic gaming experiences.
Home in Hyannis Port
4.94 out of 5 average rating, 17 reviews

SunshineCapeGameRoom Family/DogFriendlyOutDrShower

BilalRating, 5 stars9 months ago
Wonderful location, easy check in process, fits a lot of people. Would recommend

Pet-friendly home rentals with a pool

Superhost
A private pool area is highlighted, featuring a rectangular pool surrounded by lounge chairs and umbrellas. Lush greenery and a white fence provide a serene backdrop, while the sun casts a warm glow over the inviting space.
Home in Chatham
4.95 out of 5 average rating, 20 reviews

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

LakshmikantRating, 5 stars2 weeks ago
We had a great stay - the weather was uncooperative, but having such a beautiful house really helped. The pool and hot tub were great, as was the built-in grill. There was plenty of space for everyone and having 4 bathrooms was great when everyone was getting ready.
Superhost
An expansive backyard is featured, showcasing a well-maintained lawn surrounded by a white privacy fence. An above-ground pool is positioned to the side, complemented by a hammock and sun loungers under umbrellas. The sun sets in the background, casting a warm glow over the area.
Home in Sagamore
5 out of 5 average rating, 3 reviews

Canal Retreat: Easy Cape Access with Seasonal Pool

RebeccaRating, 5 stars1 week ago
This house was very clean and adorable. The hosts were very responsive. There was what i believed to be a significant issue on the part of airb&b. They had the wrong adress listed for the house. Again this was not the hosts fault. It was listed as a house in Plymouth but was actually in Bourne, which I was very upset about after driving around for an hour and literally alomost trying to get into a strangers house at night in the dark. Airb&b refused to do anything for me to make this right and blamed it on google maps which is laughable. So for the house and the hosts (residentually) I give 5 stars. For airb&b I give 0 stars.
Superhost
An inground pool is surrounded by lush greenery, featuring vibrant flowering plants and bushes. The clear blue water reflects the sky, while stairs lead into the pool. A natural stone patio borders the pool area, enhancing the outdoor space.
Home in Orleans
4.92 out of 5 average rating, 26 reviews

5-bedroom Cape with a pool and yard games.

CatherineRating, 5 stars9 months ago
We enjoyed our stay very much ~ the house and large fenced yard w/deck (perfect for pup) are amazing & the hosts were very kind, accommodating & responsive. The location was great with a short ride to local beaches and/or Chatham for a fun day of shopping or night out. The host’s welcome basket with treats & seltzers were a great surprise after a long day of travel. We loved playing ping pong in the garage! I do suggest the listing bedroom descriptions & photos be updated as we were pleased to find a king bed in the master BR (vs the queen shown) and a full bed (vs the twin) in the downstairs guest-room. Perhaps renovations are underway so we were pleasantly surprised! The only improvements I would suggest are adding a screen door to the deck & heat for the pool, having more wine glasses (the kitchen was wonderfully stocked otherwise), & adding amenities like blankets, washcloths, a hair dryer, beach/pool towels & chairs (we brought our own). We hope to be back next year!!
Superhost
The exterior of the two-story home is showcased, featuring a spacious deck with ample seating and a swimming pool in the foreground. A colorful pool float rests on the water, while greenery surrounds the property, enhancing the cozy outdoor space.
Home in East Dennis
4.75 out of 5 average rating, 4 reviews

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

LaurenRating, 5 stars4 days ago
Kimberly was a fantastic host. Her home was beautiful and well-maintained. It fit our group of 6 well and had lots of amenities for our baby (pack n play, stroller, baby gates, high chair)! There were beach chairs, beach & bath towels, and linens available which was unique from other places nearby and very helpful as we flew in. The location was great with a couple of stores nearby, several beaches, and restaurants. Kimberly was very responsive and accommodating as we navigated our stay. It was a great first trip to Cape Cod & we’ll definitely stay here again. I’d recommend trying Grumpy’s which is within 5 minutes & checking out a whale watching tour!
Guest favorite
A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.
Condo in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars9 months ago
Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!
Top guest favorite
A spacious backyard features a large swimming pool surrounded by a well-maintained lawn. Comfortable lounge chairs are arranged along the pool's edge, while a charming shed is visible in the background. Lush greenery borders the area, enhancing the outdoor setting.
Home in Buzzards Bay
5 out of 5 average rating, 27 reviews

Cape House with Pool by Canal

SamanthaRating, 5 stars9 months ago
This home was great for our family. The pool and backyard are beautiful, and the house was clean and welcoming. There are a lot of activities in the area. I would stay here again!
Guest favorite
A view from the deck reveals a well-maintained pool area surrounded by lounge chairs and umbrellas. Adjacent to the pool is a tennis court, framed by greenery, providing a serene backdrop. The water sparkles under a clear blue sky, inviting relaxation.
Home in East Falmouth
4.95 out of 5 average rating, 38 reviews

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

SydneyRating, 5 stars4 days ago
Emily was so kind and responsive and the house was exactly as expected. The walk to the beach was lovely and doable with the toddlers thanks to the wagon provided. It was a quick drive into all things Falmouth and a great home base for us. The stand outs for everyone were how comfy the beds were and we were all obsessed with the outdoor shower. Loved all the thoughtful amenities, such as games and kids dinnerware. Overall very stylish and comfortable. Highly recommend.
Superhost
A well-maintained swimming pool reflects the greenery surrounding it, bordered by a stone deck. Poolside seating arrangements include a black metal table with chairs and a blue lounge chair. A red umbrella offers shade, while the exterior of the home features a wooden deck and bright lounge furniture.
Home in Yarmouth Port
4.91 out of 5 average rating, 43 reviews

Winslow Acres [heated] Pool Escape; pool May 15

TamiRating, 5 stars1 week ago
Our family loved this retreat!!

Private, pet-friendly home rentals

Guest favorite
The two-tiered deck extends from the home, offering an inviting outdoor space surrounded by greenery. A wooden railing frames the deck, while steps lead down to the yard. The exterior of the house features a light-colored siding under a clear blue sky.
Home in Barnstable
5 out of 5 average rating, 5 reviews

Steps to sand and lobster rolls

YvonneRating, 5 stars8 months ago
Very comfortable and surprisingly spacious home. It was the perfect setting for our reunion of four couples. Wonderful location with walkable beach. We would love to have the opportunity to visit again one day.
Top guest favorite
A serene pond is enhanced by a gently cascading waterfall, illuminated by soft lights. Natural stones form the water feature, surrounded by lush greenery and subtle plant life, creating a tranquil setting for relaxation.
Guest suite in New Seabury
4.96 out of 5 average rating, 28 reviews

Cozy immaculate 1 BR+BA near beach!

KathyRating, 5 starstoday
Marj and Chris were the most welcoming and gracious hosts we’ve ever had on Airbnb. I can’t say enough good things about the place and their hospitality. They really went above and beyond from the warm welcome on our arrival day, the check-ins to ensure we had our needs met, and the sweet comments they made about our rambunctious children. The location was great, just a short bike ride (could also walk) to a lovely beach, and the accommodations were everything and more than we needed. Our family of 5 will carry so many memories of our last night there where we just hung out and played pool and games. Highly recommend their place.
Superhost
The exterior of the bungalow features a welcoming entrance framed by tall, neatly trimmed evergreens and colorful flowering plants. An American flag is displayed prominently. A well-maintained lawn provides a serene setting, with the outdoor fire pit visible in the background.
Guesthouse in Cotuit
4.89 out of 5 average rating, 89 reviews

The Cotuit Bungalow

LisaRating, 5 stars9 months ago
This the kind of spot one comes to enjoy the quiet elegance of what Cape Cod offers. Beautiful homes and gardens. Adorable villages rich in history. And if that wasn’t enough…the food was fabulous and the residents were some of the friendliest people I have ever encountered.
Guest favorite
A fenced-in yard features a fire pit surrounded by five wooden Adirondack chairs, inviting cozy gatherings. Two hammocks hang between trees, providing extra relaxation space. The well-maintained grass and tree-lined backdrop create a natural setting for outdoor activities.
Home in Hyannis
4.95 out of 5 average rating, 19 reviews

Fully Renovated Cape Cod House, Fenced In Backyard

LisaRating, 5 stars1 month ago
It’s always wonderful when what you see in online photos is what you get when you open the front door! Yulia’s home is beautiful with all the comforts of home and conveniently located to the ferries to the islands. Its location allows you to bounce around to various spots on the cape, by car of course :)
Guest favorite
A quaint two-story cottage showcases a blend of shingle and clapboard siding. Soft greenery frames the entrance, which is adorned with simple flower planters. The roof features a skylight, and large windows allow natural light to illuminate the interiors.
Cottage in West Hyannis Port
4.96 out of 5 average rating, 68 reviews

Charming Craigville Cottage

JudeRating, 5 stars4 days ago
We loved staying at Greg and Maureen’s! Kind and gregarious hosts with great communication, walkable proximity to some of cape’s best beaches and the craigville retreat center, cozy cottage on a stunning property. Our elderly dog had a great time and was warmly welcomed as well. Would gladly return!
Top guest favorite
The exterior of the bungalow showcases a grassy yard adorned with a fire pit surrounded by six red chairs. Directly accessible water and kayaks can be seen nearby, with a colorful sunset illuminating the sky and reflecting off the tranquil water.
Home in Buzzards Bay
4.96 out of 5 average rating, 47 reviews

Oceanfront | Firepit | Gameroom | Pets | King Bed

BenRating, 5 stars1 week ago
Lovely spot near end of a cul de sac, great water views and light. Joel was proactive and responsive in communication.
Guest favorite
A spacious living area features neutral-toned walls and light hardwood flooring, with comfortable seating arranged around a coffee table. Natural light floods through large windows, and decorative plants add a touch of greenery. A staircase leads to the upper level, enhancing the home's inviting layout.
Home in Barnstable
4.96 out of 5 average rating, 45 reviews

5mins2Beach,Fenced Yard,Central AC,Pet,Firepit,5BR

NancyRating, 5 stars1 week ago
This residence provided a perfect setting for our four generation family reunion. Especially great was the large fenced in back yard with plenty of things for the little children. Any issue or concern was addressed by Pei immediately by text. Driving or flying in from several states created time issues and Pei was good to allow us to access the house prior to our 4pm entry. Very accomodating! Nancy and Everett
Top guest favorite
The exterior of the apartment is shown, featuring a two-story building with textured wooden siding. The backyard presents a grassy area with seating options, including patio furniture. Access to balconies is visible, along with pink umbrellas and several windows that allow natural light into the units.
Apartment in Centerville
5 out of 5 average rating, 33 reviews

Modern Luxury, Central Location, Bikes & Kayak

NatalieRating, 5 stars2 weeks ago
Perfect stay for a long weekend with our group of 4 (2 couples). Plenty of space to hang out in the common area, while each having their own bedroom and bathroom which was nice too. We didn't cook but loved the large kitchen space. Overall nice apartment and we enjoyed our stay!

Quick stats about vacation rentals that are pet-friendly in Osterville, Barnstable

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ551 before taxes and fees

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore