House holiday rentals in Osterville, Barnstable

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Popular amenities for house rentals in Osterville, Barnstable

House rentals with a pool

Superhost
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
Home in Barnstable
4.8 out of 5 average rating, 20 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

KristenRating, 5 stars1 month ago
This house and property were charming and beautiful. The location was extremely close to beaches, restaurants, and stores all while being nestled in a quiet neighborhood. Highly recommend!
Top guest favourite
Home in Sandwich
4.99 out of 5 average rating, 82 reviews

"Cape Escape" luxury home w/pool & beach access.

JanelleRating, 5 stars3 weeks ago
We have stayed in multiple houses / penthouses throughout the U.S. , however, this home surpassed them all. Jennifer was amazing from the beginning of the booking with answering my questions and went above and beyond to make this special occasion memorable. The house is well equipped! The sounds of birds chirping in the morning , the breeze, and the view of the pond when drinking coffee was so serene. The space in the house was more than I expected with everyone having lots of space to enjoy all the designated areas for playing board games, Video game room( so cool) , reading , watching tv - there was a room for everyone’s enjoyment from our 12 year old, 17, 25, to my 78 year old parents. The well thought out toiletries in every bathroom, spa slippers and robes in each bedroom, ear plugs located by the bedside, laundry room that has labeled racks of beach items and games , kitchen with all its wonderful amenities- I can do on and on. We WILL be back !
Guest favourite
Home in Popponesset
5 out of 5 average rating, 12 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

CarolRating, 5 stars1 month ago
We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.
Guest favourite
Home in New Seabury
5 out of 5 average rating, 20 reviews

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

AriannaRating, 5 stars2 weeks ago
We had a wonderful stay here in New Seabury! The house is beautiful, spacious and just as described. The heated pool was an added bonus! Michael provided prompt and clear communication when needed. I would absolutely stay here again!
Top guest favourite
Home in Oak Bluffs
4.93 out of 5 average rating, 199 reviews

Spectacular beach & pool combo; beautiful sunsets!

RobynRating, 5 stars2 days ago
Resort vibes with a chef's kitchen and stunning views! ***** Our stay at Larry's house was fantastic! The kitchen was absolutely amazing - spacious, modern, and fully equipped with everything we needed. We enjoyed cooking and gathering there. The real highlight was the outdoor space. The view was breathtaking! The pool and hot tub made it feel like we were staying in a private resort. Michael was helpful and responsive, making everything easy from check in to check out. We would love to come back.
Top guest favourite
Home in Hyannis Port
5 out of 5 average rating, 13 reviews

Home in Hyannis Port

Ryan & LindsayRating, 5 stars1 week ago
Our family of five had a wonderful stay! We picked the location because it was in the middle of the Cape and easy for us to explore the coast. The house is newly renovated and in pristine condition. The beds were comfortable and the bathrooms were fresh and new. We had plenty of space and felt right at home. The host was very responsive. We highly recommend!
Top guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 9 reviews

Yarmouthport house heated pool/hot tub near beach.

AngeliqueRating, 5 stars1 week ago
Wonderful place to stay! So comfortable and lots of space! Close to lots of restaurants and shopping! Would definitely stay again!

Weekly house rentals

Guest favourite
Home in Barnstable
4.92 out of 5 average rating, 38 reviews

Charming Cozy Coastal Retreat|Pet Friendly|EV

AlexandraRating, 5 stars3 weeks ago
My Family and I stayed at Ivy’s cozy Cape Cod home for 2 months. Ivy’s house is very comfortable and clean, the neighborhood is quiet and safe, and Ivy is an excellent host! We would love to come back and stay again during the summer! Thanks Ivy!
Guest favourite
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.
Top guest favourite
Home in Hyannis Port
5 out of 5 average rating, 12 reviews

Beach Cottage

JamesRating, 5 stars9 months ago
I grew up going to Cape Cod my whole childhood. Absolutely loved staying at this cottage and in this area of West Hyannis. Would recommend to anyone looking to go to the Cape.
Top guest favourite
Home in Barnstable
5 out of 5 average rating, 13 reviews

Wedgewood Cottage (Available Year Round!)

FrankRating, 5 stars4 months ago
I have stayed at Susan's house before and we loved it. we had company this time. we had a wedding for my nephew and I brought my parents and my sister and her family and her two children. they absolutely love the house. it was so accommodating for all of us. we had our own space. love the kitchen! the living room is absolutely amazing with the fireplace and it made our whole weekend such a memorable one. we are so thankful for this house and for Susan. thank you so much!
Top guest favourite
Home in Centerville
5 out of 5 average rating, 69 reviews

1MILE TO BEACH* Central Location * BEACH PASS *

DAVIDRating, 5 stars9 months ago
Cindy’s home was meticulously kept and we thoroughly enjoyed our stay. It is very convenient to Hyannis Port which offers regularly scheduled ferries to Martha’s Vineyard and Nantucket. It was very easy to travel around to other spots on Cape Cod, including Chatham and Provincetown. Cindy was very communicative, as was particularly valuable when she informed me shortly after our departure that I had left my own home keys instead of the property keys; in time to catch us before we left the area. Phew! The home was well furnished and peaceful. Definitely a great place to spend your vacation.
Top guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 63 reviews

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

KendallRating, 5 stars3 days ago
I loved my stay at Arianna and Tara’s place. Everything was so thoughtful and mindful including the soothing music that was playing upon arrival. A and T’s Airbnb was an example of how great an Airbnb can be. Five stars!!
Top guest favourite
Home in Barnstable
5 out of 5 average rating, 49 reviews

Spacious 2k sqft, cozy & charming with Central Air

JaneRating, 5 stars2 weeks ago
Mary’s place is clean and spacious . Great for a get away weekend with a group of friends or family vacation. They have a family room on the 1st floor which is great for activities . They also have plenty chairs , tables , and couches in the common area . Neighborhood is very safe and quiet . Will stay again when we come to visit .
Top guest favourite
Home in Yarmouth
5 out of 5 average rating, 6 reviews

Sauna I Walk2Beach I Pet Friendly I Fire Pit

MollyRating, 5 stars5 days ago
We loved our stay here! Spent the weekend with our two young children and the house had everything we could need and more. It was walking distance to the beach and near great restaurants. Victoria also provided a list of local recommendations which we took a few of and loved them all! Would recommend staying here.

Private house rentals

Guest favourite
Home in Marstons Mills
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 favourite
Home in Yarmouth
4.95 out of 5 average rating, 56 reviews

Oceanfront Vacation Home with Private Beach for 6

JeffreyRating, 5 stars5 days ago
This is a true hidden gem. A stones throw from one of the best raw bars in Yarmouth (or Cape Cod for that matter), literally steps (like 5 steps right out the slider) from the beach, stunning views and sunsets. Very clean and cozy cottage, and our host was excellent. The value was also incredible. Very central in Cape Cod, meaning anything you want to do besides Provincetown is 30 mins or less in any direction. Yarmouth had a charm of its own, especially for a family with young children. Lots of kids activities within 5 minutes. A+++
Guest favourite
Home in Barnstable
5 out of 5 average rating, 56 reviews

*LAKE VIEWS* 0.2mi to Lake Wequaquet beach 4bd/2ba

KatarzynaRating, 5 stars2 weeks ago
We had a wonderful stay at this beautiful home! Allison was incredibly accommodating, which made settling in easy and stress-free. The house is thoughtfully maintained, cozy, and tastefully decorated, with plenty of space to relax. Even though it rained for most of our trip, we were more than comfortable indoors and still had a great time exploring the area. The location is perfect—tucked between a peaceful lake and a quiet pond, offering a real sense of escape, yet still just a short drive to beaches, restaurants, shops, and anything else you might need on the Cape. It’s a great spot for both relaxing and adventuring. We’d definitely love to come back and highly recommend it to anyone looking for a special place to stay! Thank you Allison!
Guest favourite
Home in Barnstable
4.93 out of 5 average rating, 45 reviews

Walk2Lake | Fence | Cragiville | 3Livings | Pet AC

VictoriaRating, 5 stars1 month ago
The house is nice, large, we had a rest with the whole family, 9 people, plenty of space, there is everything you need in the kitchen. Good quiet location!!!
Guest favourite
Home in West Yarmouth
5 out of 5 average rating, 15 reviews

Gorgeous Renovation - Boat Dock, Hot Tub, 5 Beds!

NoahRating, 5 stars1 month ago
This property is on another level. It’s the four seasons of Airbnb. It’s such an immaculate place to stay and we loved every part of it. The cleanliness, the high quality of the essentials, the coziness, ambience and so much more was truly worth the stay.
Guest favourite
Home in Mashpee
5 out of 5 average rating, 40 reviews

Cape Cod escape - a few days left for Apr 100/nt

MelodyRating, 5 stars1 month ago
Absolutely beautiful home. Much bigger than the pictures make it look. The back yard was big and had everything you would need to enjoy your vacation. Fire pit, lots of seating and yard games. The front yard was full of birds and we seen rabbits in the back yard running around. The kitchen was fully stocked with everything you could need and more. The first floor bathroom has a jetted tub, makes for a nice relaxing bath after sightseeing. We will definitely stay again when we’re in cape cod. The only recommendation I would give is maybe adding more blankets or throw blankets. The beds are very comfortable but the blankets are quite thin. Highly recommend booking the house for your vacation. ⭐️⭐️⭐️⭐️⭐️
Superhost
Home in Barnstable
4.9 out of 5 average rating, 51 reviews

Adorable Home - Just Steps to Craigville Beach

Robin D StaviskyRating, 5 stars9 months ago
We had a lovely stay. The house is very close to the ocean, it’s well laid out and the host is responsive. We highly recommend this AirBnB.
Guest favourite
Home in Barnstable
4.93 out of 5 average rating, 15 reviews

Barnstable Escape w/ All Access Beach Pass

TinaRating, 5 stars9 months ago
AMAZING!! We loved this house. 2 families with 5 little kids and we had more than enough space. The kids room with the double bunk and trundle was perfect to accommodate our littles from ages 3-10. Bedrooms upstairs are spacious and extremely comfortable. Outdoor shower was a great added perk! The area is exactly what we needed….surrounding beaches, breweries, and closeness to Hyannis was perfect. We were never in the car for more than 20 minutes which is great (given traffic on the cape). Host was a wonderful host and gave us perfect recommendations for what we needed! Can’t recommend this house enough!

Quick stats about house rentals in Osterville, Barnstable

  • Total rentals

    120 properties

  • Nightly prices starting at

    ₹6,025 before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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