
Holiday rentals with a pool in Martha's Vineyard
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Martha's Vineyard
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Martha's Vineyard rentals with a pool
House rentals with a pool
Guest favourite

Home in Mashpee
4.9 out of 5 average rating, 20 reviewsBeautiful Mashpee Home with Pool
JudyRating, 5 stars10 months ago
The house was beautiful, better than expected! It was very spacious with lovely high ceilings in all the rooms. the bedrooms were all large and delightfully decorated, as were the two sitting rooms. In fact the layout worked really well for our family group: master bedroom with en suite for us grandparents, first floor bedrooms for one couple and their two kids with shared bathroom and extra sitting area with TV, and the garden room -with an enormous bed!- and ensuite bathroom for the other couple. The pool was a very good size with comfortable loungers and the large table on the terrace was perfect for mealtimes. The kitchen was fully equipped and there were an enormous range of dishes and utensils! The various beaches we visited were all within easy reach and Mashpee Commons was only a short drive away with a range of restaurants and shops. Nicole was very responsive and answered our questions quickly. We had a wonderful time and the house exceeded our expectations!
Top guest favourite

Home in Plymouth
4.96 out of 5 average rating, 56 reviewsOur families slice of heaven
EmilyRating, 5 stars8 months ago
This place was INCREDIBLE!! Marla and her family were so responsive and so welcoming!! This house was the cleanest I have ever stayed in. The furniture was so comfortable and cozy. I would HIGHLY recommend staying here! I hope to come back in the near future!! Thank you Marla and family for being such amazing hosts!!
Superhost

Home in Falmouth
4.83 out of 5 average rating, 6 reviewsCharming Home-Pool, Game Room, walk to quiet beach
TedRating, 5 stars10 months ago
We had a wonderful time at this home. The pool was clean and warm; we used it every day. The house was well stocked- dishes, spices, utensils, pots and pans… and plenty of chairs out by the pool for outdoor meals. The neighborhood was quiet and safe to take nice morning walks down to the little beach 1/4 miles away. Great quality seafood at Falmouth Fish Market, and many grocery/household store options less than 2 miles from the house. We paid extra for the linens; good choice for us since we had a full house.
Guest favourite

Home in Falmouth
5 out of 5 average rating, 8 reviewsSunny Loft - Seasonal Pool & Beach access
JoannaRating, 5 stars10 months ago
Kerry was an amazing host. Very kind, very helpful, and very communicative. The house itself was very cute and had the best stocked kitchen I've ever seen. The outdoor shower was also a huge hit. The house was super close to the community beach and the community pool, which were both a ton of fun. The house was also close to some other things we did on our week vacation, like sailing on the Liberte, taking a ferry to Martha's Vineyard, and checking out some other town beaches. The house was a little tight for the 5 of us (2 adults and 3 kids)...while there were plenty of places to sleep, there were only 4 chairs at the kitchen table and the outdoor table. The house was also right off the main road, which made it convenient, but I think we would have preferred to be a little more secluded. But all in all, positives definitely outweigh the negatives.
Superhost

Home in Plymouth
4.74 out of 5 average rating, 62 reviewsTranquil Family Retreat in Plymouth
KristenRating, 5 stars1 week ago
Isabeau and Shaun were incredibly accommodating and responsive, and we found the entire experience so seamless. Would definitely rent from them again!
Guest favourite

Home in Plymouth
4.91 out of 5 average rating, 35 reviewsGetaway with pool
KatharineRating, 5 stars1 week ago
We loved Laura’s place! Super easy to check in and Laura was quick to respond to any questions we had! Would 100% stay here again
Superhost

Home in Falmouth
4.89 out of 5 average rating, 27 reviewsSippewissett Forest Magic by the Sea
MoeRating, 5 stars10 months ago
We have been going to this area for decades and decided to rent vs other options this year. Place very comfortable, easy access (bad leg) with deck ramp key. Water pressure fab as family actually commented. Would look to do again! Excellent…
Top guest favourite

Home in Barnstable
5 out of 5 average rating, 13 reviewsHome in Hyannis Port
Ryan & LindsayRating, 5 stars2 weeks 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!
Apartment rentals with a pool
Superhost

Apartment in Barnstable
Courtyard Resort Condo Hyannis
NilsRating, 5 stars96 months ago
Great place. Very central to Main Street. Quiet, plenty of space, good parking, easy communication and check-in. We will come again!

Apartment in Falmouth
4.7 out of 5 average rating, 37 reviewsLovely lakefront studio/condo with pool
LindaRating, 5 stars10 months ago
Luisa was very responsive to any questions we had. Her place is cute and cozy, very quiet, but everything we wanted to do was close by.
Superhost

Apartment in West Dennis, Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
JennyRating, 5 stars7 months ago
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.
Superhost

Apartment in Falmouth
4.72 out of 5 average rating, 18 reviewsCondo in Falmouth MA
MarkRating, 5 stars1 month ago
The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.

Apartment in Oak Bluffs
4.92 out of 5 average rating, 13 reviewsSpectacular Martha's Vineyard Island Home!
StephenRating, 5 stars26 months ago
Thank you for your hospitality. The stay was great and you were a pleasure to deal with.

Apartment in Tisbury
4.7 out of 5 average rating, 23 reviewsHeart of VH, w/ac, pool & harborview
LaurenRating, 5 stars11 months ago
Great unit! Had everything we needed for a weekend stay, close to Vineyard Haven and the ferry. Unit was clean and Matthew was very easy to communicate with! Would stay again!
Superhost

Apartment in Yarmouth
4.75 out of 5 average rating, 4 reviewsCape Cod, South Yarmouth July 19-26. Sleeps 8
RickyRating, 5 stars35 months ago
Loved the location and the apartment was facing the water, which meant a light cool breeze most of the time all day and night. The 2 bedroom apt was very clean and spacious and the 5 of us did not get in each of our ways. While inside, we did not hear any noise from our next door neighbors and sliding doors silenced any outdoor noise. The AC was cold and very comfortable. Amenities including additional outdoor access to a peaceful water area with picnic tables, Adirondack chairs was a huge plus. Indoor pool helped too with two little ones. Beach parking passes at a discount. Staff was very nice and accommodating. Parking was easy and plenty of spaces. Would recommend and we would stay again.

Apartment in Mashpee
4.5 out of 5 average rating, 16 reviews2BR dog-friendly 2-story condo with community pool
MichaelRating, 5 stars1 week ago
Place was immaculate, if I was in the market, I’d definitely consider buying in this community. Although there was only one assigned parking spot, parking was not an issue for our 2nd car.
Destinations to explore
- Newport Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Guest house rentals Martha's Vineyard
- Flat rentals Martha's Vineyard
- Boutique hotel rentals Martha's Vineyard
- Beachfront rentals Martha's Vineyard
- Rentals with a kayak Martha's Vineyard
- Private suite rentals Martha's Vineyard
- Rentals with a hot tub Martha's Vineyard
- Rentals with lake access Martha's Vineyard
- Rentals with a patio Martha's Vineyard
- Waterfront rentals Martha's Vineyard
- Rentals with outdoor seating Martha's Vineyard
- Rentals with a firepit Martha's Vineyard
- Bed and breakfasts Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Pet-friendly rentals Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Beach house rentals Martha's Vineyard
- Rentals with a washing machine and dryer Martha's Vineyard
- Apartment rentals Martha's Vineyard
- Rentals with a fireplace Martha's Vineyard
- Hotel rentals Martha's Vineyard
- Rentals with an EV charger Martha's Vineyard
- House rentals Martha's Vineyard
- Rentals with beach access Martha's Vineyard
- Rentals with breakfast Martha's Vineyard
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Pawtucket Country Club
- Goddard Memorial State Park