Holiday Homes in Bolton

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Featured Holiday Homes in Bolton

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem

15mins to Hartford, Home in Manchester w/ King Bed

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very spacious location. Ideal fit for our plans. "
The price is AU$574
includes taxes & fees
19 Dec - 20 Dec
15mins to Hartford, Home in Manchester w/ King Bed

Island Vibes Home

10.0 out of 10, Exceptional, (8)
"Such a perfect space for us. Home was spotless! We had a wedding in Hartford, three bedrooms worked out perfectly two bathrooms everyone had plenty of space. Beautiful kitchen and amenities. We would stay here again in a heartbeat. Wish we could’ve stayed longer"
Island Vibes Home

146 Raymond · Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (10)
"Great old West Hartford home. Very convenient to Center activities for us this weekend. Owner great to deal with. Highly recommended."
146 Raymond · Prime West Hartford Center: Timeless Charm

Beautiful lake front home. Amazing view!

10.0 out of 10, Exceptional, (17)
"Very hospitable! We were evacuating hurricsn Milton so very thankful for good shelter Very roomy &cozy Kids enjoyed games @ puzzles"
Beautiful lake front home. Amazing view!

NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly

10.0 out of 10, Exceptional, (1)
"Great home and nice activities with kids."
The price is AU$634
includes taxes & fees
1 Dec - 2 Dec
NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2.0 star property
10.0 out of 10, Exceptional, (1)
"Enjoyed one night in this 3Br property. It was comfortable, secure and easy to locate. Great parking, kitchen, tv and wash/dry facilities. Would recommend."
The price is AU$573
includes taxes & fees
1 Dec - 2 Dec
Beautiful 3BR, Rare Find, Clean & Guest Favorite

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (47)
"What a gem this cute house was on the lake! The owners didn’t skip a beat with the attention to detail. It had everything and was so clean. Communication was spot on. We will definitely book again the next time we come to CT! We already miss waking up with coffee and watching the sun come up over the lake. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

The Lake House

9.8 out of 10, Exceptional, (8)
"Wonderful place to camp for a large family, particularly in summertime. Great view of the lake and the best sunsets. "
The Lake House

Peek-A-Boo View, Amston Lake

9.8 out of 10, Exceptional, (37)
"We enjoyed our stay at this cozy little cabin by the lake. The place was clean and had everything we needed to relax and enjoy quality time with our son. We especially enjoyed the retro/mid-century decorations throughout the home. So much fun! We would not hesitate to stay here again!"
Peek-A-Boo View, Amston Lake

Lake Fun: PingPong, Pool Table, Slide, EV Charger

10.0 out of 10, Exceptional, (17)
"Perfect spot for a week away during home renovations. Gorgeous location in a comfortable and well-appointed home with very gracious, organized, and attentive hosts. Dog friendly with thoughtful canine touches as well! We would definitely stay again!"
Lake Fun: PingPong, Pool Table, Slide, EV Charger

Beautiful Luxury 2 Bedroom

Beautiful Luxury 2 Bedroom

Furnished large room in walking distance to UConn Storrs. Room

Furnished large room in walking distance to UConn Storrs. Room

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2.0 star property
"The house was spacious and nicely furnished downstairs, and with just a tiny amount of effort it could be quite nice. But the communication appears to all be with robots, so apparently no one is managing it. When we arrived, the downstairs half bath had a dirty, unflushed toilet, no hand towels, and 2 out of the 3 lightbulbs didn't work. In the kitchen, there was a working Keurig with plenty of coffee and tea, which was the one amenity that lived up to the description. However, the ice maker...
The price is AU$573
includes taxes & fees
1 Dec - 2 Dec
Beautiful 3BR, Rare Find, Clean & Guest Favorite

Cozy private house on Coventry Lake .Large deck own beach

8.0 out of 10, Very good, (5)
"Cosy cottage house with a lovely large deck and backyard with direct access to the lake. We enjoyed the house amenities. Not sure the dishwasher works well: dishes in the kitchen cabinets were not the cleanest upon arrival. The bathroom water had a strange sulfur-like smell. We used bottled water to brush teeth and did not drink out of the kitchen either. Other than that, the house was quite pleasant and comfortable."
Cozy private house on Coventry Lake .Large deck own beach

Charming 4 bedroom house in welcoming Bloomfield with AC

2.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect accommodation for our family overnight stay. Clean, cozy, and great use of space."
The price is AU$599
includes taxes & fees
1 Dec - 2 Dec
Charming 4 bedroom house in welcoming Bloomfield with AC

NEW 5Bed Close to Bloomfield Center & Golf Courses

2.0 star property
10.0 out of 10, Exceptional, (1)
"Property as advertised & convenient - nice location. Great communication; appreciate the hospitality! "
The price is AU$1,266
includes taxes & fees
1 Dec - 2 Dec
NEW 5Bed Close to Bloomfield Center & Golf Courses

Beautiful House in Great Neighborhood - Rare Find

2.0 star property
The price is AU$417
includes taxes & fees
11 Dec - 12 Dec
Beautiful House in Great Neighborhood - Rare Find

Newly renovated! 3 bedroom apt in downtown Middletown - across from Wesleyan

2.0 star property
Newly renovated! 3 bedroom apt in downtown Middletown - across from Wesleyan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Bolton

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (7)
"Very enjoyable weekend. Summer coming to an end so crisp mornings and pool water a little cold. Farm animals fun for children’s entertainment. Host was a great historian for the area."
Charming Farmhouse w/ Pool & Fishing Pond!

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.