Holiday rentals with a pool in Massachusetts

Great spot quiet but right near everything Kids enjoyed the basement game room

The place was fantastic. It was very clean, easy to find and very comfortable. The neighborhood was quiet and very safe. We would definitely stay again.

We had a great stay in Marblehead. We love the area and the cute shops and restaurants. Amy was an amazing host. Always responsive, very friendly and super helpful and accommodating. The property was very clean and comfortable! I would highly recommend booking a stay with Amy as your host. I can’t say enough good things about her attentiveness and help. Her communication with us was very helpful and made the whole experience effortless.

We absolutely loved our stay!! This home, (compound actually with three separate homes) was so beautiful! So much room for our party of 8 adults to spread out and enjoy during our family reunion! The main house is stunning with fabulous views of the 10th fairway of the Ocean Course from the expansive family room and back decks. The kitchen of the home is very large, clean and well stocked. The three and half baths of this home are very clean and updated. The two smaller cottages of the compound are also comfortable, clean and give your group lots of privacy. The pool and hot tub are fantastic and get sun most of the day. This property is truly a gem! Highly recommend!!!

Chris is always a great host. He communicates. Is considerate of our soccer schedule and accommodations. He even wishes our boys good luck at their soccer tournament! He is understanding and a great host. We really enjoy staying here. I highly recommend staying here. He’s a great host.

A couple of suggestions: 1) label all remotes 2) downstairs internet cuts off during movies 3) instructions on how to unlock the thermostat to lower the temperature

Derek's place is great for a family get together! So many beds/bedrooms and spread out for privacy! There are so many sitting areas throughout the house and a great pool and hot tub area. The backyard is beautiful. It is so peaceful and relaxing there. The owners give you a booklet of the many places to go nearby, which is a great reference. The town of Great Barrington has a wonderful farmer's market and unique stores. So much to look at. Can't wait to go back!!

Very spacious and homey. Close to water and food.

We had a wonderful time at Rob's place in Provincetown this February. If you are looking for a quiet place on the East End in the off season this is an exceptional spot. Beautiful water views from the condo. A gorgeous beach with some of the best views in Provincetown is right across the street. Condo was perfectly cleaned upon arrival and exactly as described. Couldn't ask for more.

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.

Excellent location, clean, comfortable place to spend some time on the Cape. Perfect for my husband and I.

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.

What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.

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.

This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.

We had a great stay with Rob in his cottage at Ocean Edge! The place had clearly been recently updated and it utilized space well such that it lived much bigger then its footprint. While it rained the whole time we were there, we could see Ocean Edge being a fun community for active folks. We highly recommend you stay here!