
Pet-friendly holiday rentals in Osterville, Barnstable
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Top-rated pet-friendly home rentals in Osterville, Barnstable
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Pet-friendly house rentals

Cozy Cape Cod garden retreat close to everything
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!

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

Chez-Po_Barnstable A/C House
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.

A Cape Cod Hidden Gem
We had an excellent stay at Great Hill Cottage. The entire house was beautifully decorated and extremely clean. Great amenities.

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!
Very pleasant. Kristen oferred earlier checkin and very late checkout which allowed us to enjoy some additional hours at the beach and kayaking

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

Escape to cape/water front home
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!

SunshineCapeGameRoom Family/DogFriendlyOutDrShower
Wonderful location, easy check in process, fits a lot of people. Would recommend
Pet-friendly home rentals with a pool

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

Canal Retreat: Easy Cape Access with Seasonal Pool
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.

5-bedroom Cape with a pool and yard games.
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!!

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

Private 3bdrm Condo Tashmoo Woods
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!

Cape House with Pool by Canal
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!

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court
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.

Winslow Acres [heated] Pool Escape; pool May 15
Our family loved this retreat!!
Private, pet-friendly home rentals

Steps to sand and lobster rolls
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.

Cozy immaculate 1 BR+BA near beach!
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.

The Cotuit Bungalow
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.

Fully Renovated Cape Cod House, Fenced In Backyard
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 :)

Charming Craigville Cottage
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!

Oceanfront | Firepit | Gameroom | Pets | King Bed
Lovely spot near end of a cul de sac, great water views and light. Joel was proactive and responsive in communication.

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

Modern Luxury, Central Location, Bikes & Kayak
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 holiday rentals that are pet-friendly in Osterville, Barnstable
Total rentals
40 properties
Nightly prices starting at
$192 SGD 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
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Island Park Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach