Chester Vacation Rentals

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Browse Select Chester Vacation Homes

"The house was very clean as promised. It has great potential if owners would update the furnishings of the house. While the furniture was very clean it was mostly worn out. Definitely not up to par with other properties we have stayed in associated with VRBO. The outside has got to be cleaned up. Abandoned swimming pool with tall brush growing up around it and what’s up with the junked Bass boat in the back yard. If I was a neighbor I would contact local government agency to get this yard...

"We had a great stay for the weekend. Thank you for hosting us so our teens could go to a youth event in your area. We were so blessed to stay all together! "

CA $1,042 total

includes taxes & fees

Jan 26 - Jan 27, 2025

"My sister and I hosted a girls’ weekend with 15 friends. Chelsi’s house was perfect to accommodate everyone! The house was beautiful, there were plenty of beds and bathrooms for all of us, and we had the best time! Chelsi was also super great/quick with communication when I had a question! We had an amazing weekend in NH! "

"Home was lovely, just what I was looking for. Unfortunately the lake was dry which would have been nice to know prior to arrival."

"We went in November for a small family retreat and did expect to nor did we swim or kayak. But being on the lake, sitting on the dock and small beach was a magical way to see so many many stars in the sky. It was steps to walk into Pawtuckaway park and go in a hike. We made it to the fire tower!"

"Nice I like and can back "

"We had a great time at this property. It is very nice, beautifully set up. There was plenty of space for us: three adults, a five year old, a 10-month old, and our 14lb dog. Communication with the owner/manager was excellent. He was very responsive and helpful! "

CA $1,704 total

includes taxes & fees

Dec 31 - Jan 1, 2025

"Clean, nice, centrally located. Appox 0.8 mile walk to shops."

CA $564 total

includes taxes & fees

Jan 2 - Jan 3, 2025

"We were visiting for Thanksgiving and needed a place for our family to stay. It was a perfect spot for my family to unwind after visiting relatives and the craziness of the Holiday. Kitchen is amazing and had everything we needed to make pies for Thanksgiving! The beds were comfortable and the couches are great for snuggling and watching movies with the kids. We didn't use the yard as it was too cold but it looked great."

"The property fit just right for use and what we needed, could use a few curtains in the small windows in bedroom up stairs just for light blocking and some tlc in some spots but overall no real issues "

CA $597 total

includes taxes & fees

Jan 6 - Jan 7, 2025

"This fit the bill for an unplanned birthday overnight. Everything went smoothly and was as described. We regret our stay was too short to enjoy some of the amenities but we hope to return."

"This is a beautiful home. Close to all the action in Hampton Beach. KC and the Sunshine Band was playing at the Casino Ballroom it was a great show!!! Ruthie was a wonderful host and kept in touch throughout our 10 day stay. We will definitely stay here again next year with friends. Thank you Ruthie for everything ;)"

"This property was exactly as advertised. The kitchen is wonderfully stocked with cooking and baking gear. The beds are comfy. Temperature control is fantastic. It’s a great location - quiet neighborhood and the waterfront is so beautiful. We had a wonderful stay. "

"We had a great time staying here with all of the spa amenities. Massage chair is very nice, hot tub, cold plunge and sauna were a great. King bed was comfy and shower was very nice. Heated bathroom floor is awesome. Host was wonderful and accommodating. Typically we look for more private stays but this was definitely worth the change up. "

"The peoperty was super cute.It had all the amenities to make you feel at home. The unit was full of natural light and glimpses of the sea marsh good be seen. We loved our time here."

CA $725 total

includes taxes & fees

Jan 12 - Jan 13, 2025

"Our visit was short but absolutely wonderful. Our host had thought of everything - coffee, tea, pancake mix, eggs, and a ton of other goodies that made us feel absolutely spoiled. We spent every moment possible enjoying the porch and overlooking the river. Bedding, furniture, and amenities were all incredible. We all wished we could have stayed much longer and would book again in a heartbeat if we’re ever back in the area."

"House is clean, large, and in a nice quiet neighborhood. Coffee is provided, kitchen is a good size, however we did not cook. Its about 40 minutes to walk downtown, and 5 minute drive. "

CA $627 total

includes taxes & fees

Jan 2 - Jan 3, 2025