
Holiday rentals with outdoor seating in Tisbury
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Top-rated Holiday Houses with Outdoor Seating in Tisbury
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Holiday House Rentals with Outdoor Seating

impeccable cottage STEPS to downtown OB & beach!
My family and I had a lovely stay in Oak Bluffs, MA! We loved walking around town (which is only a few minutes away on foot) and spending our time relaxing in the cottage after exploring. There are great restaurants, local shops, and beautiful scenery all within walking distance. Even though we brought our car (which was great for traveling to the island), we practically didn't need it to get around. Brianna was very responsive and accommodating during our stay. We appreciated her willingness to answer any questions and enjoyed our stay. We would love to come back!

Lovely Day Oceanside
Tina's BnB is so peaceful and in a beautiful setting with a beach. The cottage is right on the bay - sunsets are stunning. The bed is very comfortable, which is unusual for most BnBs. It is in a quiet neighborhood, and I slept well each night! Everything was clean. Even though I ate out nightly, the kitchen had all that you need to prepare a dinner. There is also a shed with beach toys and chairs. Tina checked in a few times through the message app and offered assistance, but I had everything I needed. I loved my stay and will return in the future!

Coastal Chic Cape Centrally Located Oak Bluffs, MA
We loved the location at the end of a little road so no through traffic (fresh eggs next door too). The pond is fun with lots of wildlife, sometimes we could hear the roosters next door. The sunsets are lovely from the home as well. Seating in the living room great and found it to be quiet when sleeping at night. The two bedrooms on the lower level both have heat pumps (for heat/cooling) we have always had great luck with (for temperature control in the bedrooms). Loved sitting on the back deck and having the resident geese wandering around. Lovely property!

Waterview, Private, Walk to Beach, Mile to Town
Lisa's place is so lovely. It is so peaceful and has a great view. Check in was super easy and everything was as expected. Lisa is a great communicator and we were easily able to get questions answered. When we had an issue (not related to our stay) Lisa was so helpful and kind. Highly recommend.

Well-Appointed 3 Bedrm 4 Bathrm w/ 50+ 5* Reviews
Lisa is an incredible host! She was very responsive and easy to reach. The house was very clean and neat and well equipped to make your stay easy and enjoyable. You can really tell that she cares about the home and the comfort of her guests. The home is located in a very quiet lowkey neighborhood with easy access to town and everything you need either by bike or car. I would definitely stay there again.

Valentine's Retreat Hot Tub Fire Pit Trails Beach
Wonderful stay at Genainna's - it was perfect for our group of eight and two dogs. The house itself is very clean and private, and close to walking paths. We will be back!

Sweet little post and beam
It’s a beautiful house and surroundings. Susan was very helpful and answered emails promptly. It was clean and we had everything we needed. It’s a very walkable neighborhood.

The Blue Lagoon, Oak Bluffs
Thank you Brian we enjoyed our stay. The home is beautiful and so many amenities. The rooms are large and everything was so neat and clean. The open floor plan allowed us to sit and watch TV as well as cook in that beautiful gourmet kitchen. We will be back!
Apartment rentals with outdoor seating

Cape Cod Canal Home
We had a great weekend at this place. The place is small, but has everything you need. The porch and large deck are perfect for enjoying the weather and the view of the Canal. It was a great location for exploring lots of places on the Cape, without having to deal with traffic! We loved biking and walking on the trail alongside the Canal. The kitchen was complete with everything you need for cooking (just bring your own food!).

WATERFRONT PENTHOUSE OAK BLUFFS
We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

Peace By The Bay
Bill and Trish were amazing hosts, and they made sure the place was exceptionally clean. They even had fresh flowers for us when we arrived.

Walk downtown from our terrace apartment
This was our second time staying at Carlina's place. It's a lovely apartment attached to the house with a private entrance. Very safe and well-kept, clean and very comfortable. The bed is one of the most comfortable I've ever slept in, and the sofa bed was very comfy too according to my teenage son. Fully equipped kitchen, not to mention the fresh eggs she leaves for her guests from her own chickens. They made for a delightful breakfast with our leftover Portuguese pops (rolls) from Antonio's restaurant (wonderful authentic Portuguese food--go!). Plenty of towels, toilet paper, linens, toiletries, and laundry detergent. Carlina is an extremely responsive host and I will stay with her again! Thank you for everything!

Main Street on the Park
Reda’s place was absolutely perfect for a week-long stay - I felt so at home. I was visiting family who live just down the road, but needed a space of my own to work and relax between visiting with family; it fit my needs to the “t”. The kitchen was fully stocked with all utensils (even a can opener!), so I was able to cook a great meal after a long day of work. The neighborhood is peaceful and accessible; I loved going for a run over to New Bedford and back. Reda was always around to say “hi”. My family and I will definitely be back! Thank you, Reda!

Centerville Studio with Town Beach Pass
Great internet. Super clean. Would definitely stay again. Five stars.

Apartment suite|pond access|Firepit|Private Deck
We absolutely loved staying at Meagan’s place. It was super comfortable, stylish and stocked with everything we needed. We spent some time at opposite sides around the Cape so her location was the perfect central spot. We would definitely stay here again and/or recommend to friends and family - thanks for having us!

⭐ Amazing Onset Getaway in the Starfish Suite
We had a great stay at the Starfish Suite. We were in town for a girlfriends wedding and it was the perfect space for us. Carolyn was also very communicative and a great host!
Condo rentals with outdoor seating

Short Walk into Town - Nice Comfortable Reasonable
Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach
Loved my stay! Amazing location and comfortable, neat place. Will definitely be coming back!

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!

Hidden Hideaway
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.

Sunny 2bedroom condo w pool, walk to town
Leah was the most accommodating host I’ve ever encountered. The beds were super comfortable and the house was pristine. Leah gave tons of recommendations for me and my 2 under 2. We had a great time despite the weather and I would highly recommend Leah’s place to anyone.

Beach Cottage 3nts/4th Free in August,Mashpee MA
Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.

6 Min to Beach - Pool - Private Balcony - Central
My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!
Quick stats about holiday rentals with outdoor seating in Tisbury
Total rentals
370 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
300 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
30 properties have a pool
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Brown University
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Point Judith Country Club
- Coast Guard Beach
- Roger Williams Park Zoo
- Owen Park Beach
- Oakland Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- South Shore Beach
- Fort Adams State Park
- Second Beach
- Goddard Memorial State Park
- Pawtucket Country Club