Vacation rentals in Chesterfield

Would highly recommend this beautiful spot!!! We loved the peaceful location and space for our entire family with the comforts of home in each room. Lots of extra pillows, towels, blankets, etc. fully stocked kitchen too. My kids wanted to stay longer, they had a great time. We will certainly come back!!

This is our second stay at this location (different apartment in same building) and it was very centrally located and close to Mount Snow. This is a great place to stay in Wilmington.

Our stay at Grapevine Getaway was nothing short of amazing— our whole family got to enjoy this gorgeous home! The space is excellent for large families, or in our case, two families that were joined as one! We shared our vows in the Great Room and had a lovely family dinner afterwards to celebrate. The listing is truthful, there really is *everything* you need to prepare a family meal! Then everyone got to stay overnight and have breakfast together the next morning! The hosts were incredibly responsive, kind, and genuinely cared about our stay. The house was spotless, cozy, and there was plenty of space to enjoy. I’m so glad that we were able to share the happiest moment of our lives in this beautiful home— it will remain a part of our love story forever. Oh… and we will DEFINITELY be visiting again in the summer when we can use the pool!! If I could give this place 11 stars, I would!

If you are looking for an idyllic lake house experience, this is it! We could have spent our entire trip just sitting on the porches—upstairs, downstairs, one screened-in porch, and the lovely dock. We used the kayaks and the paddle boat multiple times. The house was perfect for us because we are a close family of three, but if you need privacy from other guests, this wouldn’t be the ideal house as one bedroom opens into the other. The beds are soft and comfortable as is the sofa. Paula and Tim were extremely responsive and helpful. We would absolutely return to this house. It was difficult to leave the gorgeous leaves.

This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.

I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!

This was a return stay for our two families. We love the proximity to Ragged Mountain and the setting of the house. There is plenty of outdoor space for play and exploring. The hosts are lovely and attentive!

I had an excellent time staying in Williams’ place. It was easy to find easy to get into and very convenient. Would highly recommend.

Megan was great! We needed a little bit of extra time to get another ski day in Sunday and she kindly accommodated us. Great communicator and quick to respond! Minutes from restaurants and Okemo mountain. Beautiful home with rustic Vermont charm.