Holiday rentals with a pool in Tolland County

booked this charming property in Worcester as a convenient spot to visit my son, who attends college nearby, and for family weekend at Boston University, where my daughter just started school. Hotels in Boston were priced from $600 to $1,200 per night, so finding this home was ideal. I brought along my elderly mother, who is in the early stages of Alzheimer’s, and I was hoping for a place that would feel like a true home—a space where we could spend quality time together in the evenings and early mornings. This home exceeded our expectations. The description was spot on, and the space was everything we needed and more. I especially enjoyed sitting outside by the fireplace each morning for my prayers and reflections. The rooms were fantastic, and watching our football game on Sunday night on the "big screen wall" was a highlight. Many thanks to the hosts for providing such a welcoming and memorable place for our family.

We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!

We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!

We had the best long weekend trip at Tulip Tree Cottage! Terri was a very responsive host - she gave us instructions for check-in and the house guide a few days before we were set to arrive. The home is even more beautiful in person! You can tell they put a lot of love and care into it. It’s very homey, comfortable, and had everything we needed. It was also spotless and wonderfully decorated. The area is close to Westerly and Mystic, so we had a great time exploring both. The pool was refreshing and a treat to come home to. I wish we could’ve stayed longer. We’ll definitely be back!

Carlos is a friendly and responsive host. Our family enjoyed everything about his place and we felt right at home. All 6 of us were very comfortable in this spacious and well appointed home in a nice neighborhood close to everything in the area. We would definitely stay here again!

The house had stunning views from every room on all floors. The kitchen was well-equipped for our large family. The owner’s responses to questions about the property were prompt and helpful. We enjoyed the fire pit and hot tub since it was too early in the season for the swimming pool. My family agreed we would rent again if a reunion is planned.

Andrea’s place is beautiful and everything we expected from the listing. Clean and comfortable throughout. Andrea gave great instructions and the whole rental was easy to navigate.

Perfect location for Westerly beaches, the beach pass was very useful, quick drive to the waves. Pool was great, and the house is very well equipped with outdoor/indoor games and beach items. Wonderful spot for family in the summer, outdoor patio was perfect for enjoying the summer weather.

There is nothing more frustrating than not being able to have a decent shower while you are on vacation. That was absolutely not the case here. The hot water and water pressure in both bathrooms was exceptional. This is a great place in a great area. We will definitely try to get back here.

We had a wonderful stay. The house was beautiful and clean and had everything we needed. Erin was so easy to communicate with. I would recommend this house for anyone visiting the area.

Sheryl was great. I was in town for a conference and my schedule got thrown off by traffic on 95. She was very understanding and flexible with making my arrival time work. Once we met to get keys and a quick tour of the place she remained a phone call away but otherwise left us to enjoy the space. The other inhabitants of the place were very laid back and nice - that being said I was so busy with a conference that I was barely around. Not the Ritz but a HUGE savings over staying at any hotel downtown even if it's not right downtown. Splurge on some cabs and you are still saving money.

My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!

Amazing stay!! Beautiful home, clean, had everything we needed. Quiet place as well!! Only thing the heated outdoor pool was closed due to maintenance during our stay, but everything else was perfect! Will definitely be staying again!!

Thanks Lauren! We enjoyed your lovely place!

The condo was beautiful, very clean and had many extras one wouldn't have expected. The owner put a lot of thought and detail to providing little extras for renters. I liked the location of the condo very easy to get to. I had an awesome weekend right next to the Norwich Spa and close to Mohegan and Foxwoods! I would definitely recommend this place and return in the future. Nat was a perfect host! Thank you for everything! Gai

This villa is a perfect spot for a weekend getaway. Though in a condo complex, the villa itself felt private. The villa is just a few minutes walk from the clubhouse, which has a jacuzzi and pool (open in summers), and the Norwich Inn. We did not get to go to the clubhouse, but the Inn had a great spa and restaurants. The villa is also a 5 minute drive from Mohegan Sun and is accessible via Uber. The fireplace made the villa very cozy. Would definitely stay again!