
Holiday rentals with outdoor seating in West Tisbury
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Top-rated Holiday Houses with Outdoor Seating in West Tisbury
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Family Friendly 5 BR, Walk to Town, Beach & Ferry!
What a wonderful stay we had! The house was stocked with anything you could think of and the host Caroline was readily available for any questions. Will absolutely come back and recommend to all!

Chilmark Cape in private wooded setting
We were here for a wedding and the house was perfect for our group. We enjoyed the atmosphere and the location was ideal for our purpose. Samantha was always quick to answer all of our questions - she's a great host!

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!

Fun, Authentic, Waterfront Cottage/air conditioned
The cottage was everything we were hoping for and more. We love the “up island” experience so much. We are in full group discussion of booking it again sooner than later.

Quaint Roomy Ranch
House was very cozy. Nice quiet neighborhood. Beds were very comfortable. I would not hesitate to stay there again.

Sauna I Walk2Beach I Pet Friendly I Fire Pit
We loved our stay at this magical cottage. It was absolutely adorable and spotlessly clean. It's even more charming than the photos. It is in a great location that is walkable to a beach and an easy drive to much of the cape. We had the best time and can't wait to come back!

New & Fabulous! Walk to Lambert's Cove Beach!
Lisa was a fantastic host. Her beautiful home was the perfect getaway. We had everything we could possibly need in this home. I couldn’t praise Lisa more. Count yourselves lucky to stay at such a wonderful property on an amazing island. 10/10… would stay again in a heartbeat.

Beautiful Quiet Country Cottage
This is a lovely tiny cottage In the woods. it has everything you might need: a lovely front porch. A perfect kitchen, outside tables, and a clean comfortable. place to stay with a big tv. A great place I would highly recommend!
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!

15 Acres of Open Fields & 15 Minutes to the Beach
The outdoor space of the accommodation is beautiful—very calm and peaceful. With the GPS and Cathleen’s directions, it was very easy to find the place. The house is very well equipped—from the kitchen and bathroom to the living room—and the bed is super comfortable. It’s definitely worth staying for more than just one night, which unfortunately wasn’t possible for us. Cathleen’s parents are incredibly kind and friendly. Highly recommended!

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.

⭐ Gorgeous Beach Views -- The Sand Dollar Suite
Relaxing girls get away weekend. Amazing views, very walkable and friendly town and beach. (Delicious local ice cream shop- vegan options too!). The perfect place to relax, catch up with friends, and make some delightful memories.

Stylish retreat | walk to town | fire pit
The apartment is just perfect for a week on the Vineyard, and Jennifer has thought of all the details. So easy to use and find everything. And it is a lovely space.
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.

Crow's Nest Down Town New Bedford.
We had a great stay for a family wedding in the area. Location was perfect & next to lots of cute bars and restaurants. Very historic feel to the neighborhood. The apartment was very comfortable and spacious with everything we needed. We enjoyed our stay!

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!

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.

Charming Hyannis 3 Bed 2 Bath
Had to call maintenance for a couple of reasons but responded quickly.

Millie's-Historic New Bedford, 2BR, water views
We had a great six nights here. The space is super cool, well appointed with comfty beds and super soft towels, and was squeeky clean! We enjoyed the roof deck, the views to the waterfront, and the fireplace--and had an exceptional meal at Cork, too! Our stay was a combination of a work trip plus time to explore New Bedford and the SouthCoast and the location was great for both. Having a dedicated parking space was great, too. We would happily return.
Quick stats about holiday rentals with outdoor seating in West Tisbury
Total rentals
200 properties
Nightly prices starting at
$155 AUD before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 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
- Second Beach
- Fort Adams State Park
- Goddard Memorial State Park
- Pawtucket Country Club