Vacation rentals with a pool in Wellfleet
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Top-rated rentals with a pool in Wellfleet
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Wellfleet rentals with a pool
House rentals with a pool
Home in Mashpee
4.9 out of 5 average rating, 20 reviewsBeautiful Mashpee Home with Pool
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!
Home in Falmouth
5 out of 5 average rating, 15 reviewsHome in Falmouth ~ 5 min drive to beach
This rental is exactly as described with accurate pictures. It was recently renovated with all new furnishings, new kitchen, appliances and baths. Our family enjoyed the brand new outdoor deck, picnic tables, gas grill, swing and s’mores by the fire pit. Unfortunately it was too chilly to use the pool. The kitchen had all supplies to make a large pasta meal. Our daughter ran the Falmouth Road race and so Sunday was a bit chaotic and the owner gave us flexibility to check out a bit later, which was a huge help!!. A wonderful family vacation!! Highly recommend.
Home in New Seabury
5 out of 5 average rating, 18 reviewsExclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠
Michael is a great host with a phenomenal property. The house was clean, the amenities are great, the pool was warm (we were there at the end of September when highs were in the mid-60s), kitchen is well equipped, and the location is great. We were a group of 3 families - 6 adults and 5 kids - and the layout of the house is perfect for multiple families. Each floor has its own main bedroom, it's own bathroom, plus ample extra space for a crib, pack n play, mattress, etc. We couldn't have asked for a better setup. Unfortunately for our stay the weather didn't cooperate with nearly non-stop rain, but we still had fun in the house (great spaces for movie watching, games, and ping pong), at the nearby children's museum, the beach, and Mashpee commons. We'll be back for sure!!
Home in Cotuit
4.94 out of 5 average rating, 18 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Perfect stay - just be sure to bring or order sheets and towels!
Home in West Yarmouth
5 out of 5 average rating, 4 reviews4 - Bedroom 2 - Bath Cottage with Private Beach
I booked this stay despite minimal reviews, and I'm so glad I did! We really enjoyed all the amenities this stay had to offer, especially that it slept my group of 10 comfortably and had a spacious grass/lawn area for games in the backyard. The resort and beach areas felt very private and safe, and we loved the indoor pool option as well. A fantastic option for large groups and I'm sure we'll be back!
Home in Hyannis Port
5 out of 5 average rating, 11 reviewsHome in Hyannis Port
Chris' home was clean, bright and very well-stocked. He was timely in communication, and the area was perfect. Beaches, dining and shopping were all within walking distance or a quick drive. It's a great location for taking the ferry to either Martha's Vineyard or Nantucket. We certainly hope to return!
Home in Mashpee
4.69 out of 5 average rating, 48 reviewsThe Wakeby esCAPE ~ Pool & Walk to Beach!
We stayed at Gina’s for my bachelorette trip with my 6 friends and we LOVED it. It was exactly what I wanted which was a peaceful, fun, and wholesome getaway with great restaurants and shopping. The pool was beautiful and the screened in sun room/porch was the perfect hang out spot. Gina was extremely responsive and super friendly which I appreciated. The house truly felt like our little getaway and home for the weekend. I also thought that the house and specifically the living room space was bigger in person than it looked in the pictures which was great! We had so much fun and didn’t want to leave!! Highly recommend!
Home in Barnstable
5 out of 5 average rating, 19 reviewsLuxury retreat, in-ground pool, 10-person hot tub
We spend Thanksgiving with a group of friends: 4 couples, 2 kids and 1 baby. The house has ample space and has been recently remodeled, with an amazing attention to details. The kids (and parents!) loved the ensuite 5th bedroom - perfect hideaway (however worthy noting it doesn't have a separate entrance and is accessible only from the "parents'" bedroom). Super comfy and we loved the kitchen and extra large dining table, and living room. We also loved the hot tub and I can't wait to go back in summer for the swimming pool! Communication with the host was friendly, easy and timely. We had a great time and highly recommend this house.
Condo rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 208 reviewsP-Town Beach Beauty on the Bay. Water View!
Lovely stay, perfect location. Rob was extremely helpful and proactive. Would come back to stay again.
Condo in Dennis Port
4.8 out of 5 average rating, 5 reviews2BR Presidential Cape Cod Resort Ocean Front
The place and location were great. Dave definitely was a great communicator and explained everything prior to arrival. This was a time share so the facility has no reflection on Dave’s reputation. The deck and the pool were the only things that could have been cleaner.
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviewsCozy Studio Just Steps Away From the Beach!
Perfect little studio for two people! Great location - close to beaches and restaurants and there’s even a pool! Michael was super responsive and the place was exactly like the pictures!
Condo in Brewster
4.97 out of 5 average rating, 178 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
It is always comforting to stay at Anna’s condo. It feels like home with well thought out amenities, clean spaces, quiet surroundings and such a helpful host. It is a great space for families and has all you need to cook in. I highly recommend staying here.
Condo in West Dennis
4.89 out of 5 average rating, 28 reviews1BR 2nd Floor Condo with pool
Excellent location, clean, comfortable place to spend some time on the Cape. Perfect for my husband and I.
Condo in Provincetown
4.9 out of 5 average rating, 10 reviewsLuxury Waterfront Getaway
Michael's place is spacious, well-appointed, and very comfortable. The views from the living room are amazing, and the breeze from the bay is wonderful. I would definitely recommend staying here.
Condo in Dennis Port
4.84 out of 5 average rating, 58 reviewsStylish & Modern Studio Condo - Steps to the Beach
Great spot with just a 5 min walk to the beach. Cute and cozy which is just what I needed. Super clean and well maintained. Very much enjoyed my stay!
Condo in West Dennis
4.84 out of 5 average rating, 51 reviewsHidden 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.
Quick stats about vacation rentals with a pool in Wellfleet
Total rentals
10 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
740 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Cape Cod National Seashore, Moby Dick's Restaurant, and The Beachcomber of Wellfleet
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