Bolton Holiday Rentals

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Holiday Rentals 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!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (137)
"We like this place a lot. House was clean and Todd was very responsive to my questions. There are two bedrooms with one on the second floor. One thing we didn’t realize was, to get to the second floor there is a spiral staircase. "
Go Jump in the Lake!

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

152 Raymond · West Hartford Center: Cozy New England Apartment

10.0 out of 10, Exceptional, (4)
"We loved this cozy apartment in West Hartford. I was visiting family with my 78 year old mother and this first floor apartment made our trip a breeze. It was a quick walk to Whole Foods, restaurant's and shops. The house was well equipped for light cooking and happy hours and everything was spotless and smelled very clean upon our arrival. The beds were comfortable and the decor was adorable. They even had chargers plugged in beside the beds. This was the cutest, best stocked vrbo I have ever...
152 Raymond · West Hartford Center: Cozy New England Apartment

Treehouse | Countryside | Farm Animals | Fire Pit

9.6 out of 10, Exceptional, (21)
"Stayed here once before and loved it. We came back for an overnight get away and again the treehouse was awesome. Very cozy and a unique getaway. Very clean and had anything we needed right there. Set on a nice farm and close to some really good food. Great place to come and enjoy an awesome cabin up in the trees. Was a comfy and fun stay. Would highly recommend. Host was very helpful and quick to respond if needed. "
The price is AU$458
includes taxes & fees
11 Dec - 12 Dec
Treehouse | Countryside | Farm Animals | Fire Pit

Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

9.0 out of 10, Wonderful, (36)
"Wonderful host. Very thoughtful - lots provided in the house that you need to have a great stay. "
The price is AU$420
includes taxes & fees
11 Dec - 12 Dec
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

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!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Exquisite Downtown Loft Apartment

8.0 out of 10, Very good, (6)
"Will stay again"
Exquisite Downtown Loft Apartment

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

10.0 out of 10, Exceptional, (61)
"This place was perfect for my husband and I along with our adult daughter to stay. We were in town to visit family in both CT and MA. The place was clean and comfortable and we really enjoyed the projector tv and big screen. It is in the owners basement so you do hear the family upstairs but it was not noisy and we had no issues at all. "
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

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

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (13)
"Nice spot, close to campus and perfect size."
Lake Getaway at Coventry Lake! close to Uconn

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

Lakefront | King | PetsOK | W&D | Fire Pit | Kayak

8.8 out of 10, Excellent, (14)
"Beautiful house, with very artistic and historical finishes. The view is beautiful"
The price is AU$436
includes taxes & fees
2 Dec - 3 Dec
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak

Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access

9.0 out of 10, Wonderful, (21)
"This was an adult weekend away with our dog, outdoor weekend planned with several hikes. We wanted a change of scenery and a break from the norm. Very nice home, lots of space. Great kitchen. The 2 Alexas talking were a lot for me (one wasn’t working and she was very vocal about that). I’m old school when it’s comes to turning on lights. Welcome book is great. The location is on and near a very busy street, which was only a concern because of the dog. The yard. We are fanatics with...
Historic 4 Bedroom Luxury Cabin with Private Waterfall & Lake Access

cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

The price is AU$179
includes taxes & fees
11 Dec - 12 Dec
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks

9.6 out of 10, Exceptional, (28)
"The property was exactly like stated on VERBO. Cozy with all amenities you could need. "
The price is AU$436
includes taxes & fees
3 Dec - 4 Dec
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
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 types of properties in Bolton you may be interested in

The Capitol Hotel, Ascend Hotel Collection

3.0 star property
7.4 out of 10, Good, (943)
"Great"
The price is AU$133
includes taxes & fees
22 Dec - 23 Dec
The Capitol Hotel, Ascend Hotel Collection

Motel 6 Wethersfield, CT - Hartford

2.0 star property
6.6 out of 10, (1174)
"The lady at the front desk was very helpful. She realized that going to the second level on an outdoor staircase with a rolling suitcase would be tricky. She then gave me a room on the first level next to the office since I was a woman alone. Very thoughtful! I feel safe and I'm enjoying the great channel lineups, plus every convenience nearby.The highway is right by the motel ,but you can't hear it. Great price, too!"
The price is AU$115
includes taxes & fees
4 Dec - 5 Dec
Motel 6 Wethersfield, CT - Hartford

Best Western Hartford Hotel & Suites

2.5 star property
7.8 out of 10, Good, (1170)
"Convenient and affordable stop along the way to NYC. Good coffee and eggs in the am. Quiet room despite proximity to the highway. No frills but would stay here again for convenience and cost. "
The price is AU$149
includes taxes & fees
15 Dec - 16 Dec
Best Western Hartford Hotel & Suites
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

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

Frequently asked questions

Can I find a holiday rental in Bolton?

Yes, there are holiday rentals close to the most popular sights in Bolton, or you can select a more secluded option if you're looking for a relaxing stay. Bolton is known for its shopping and restaurants. Make sure you have time to check out the parks while you're in the area.

What are some of the best holiday rentals that Bolton has to offer?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: This holiday home rental outside of Bolton has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Bolton?

Bolton Notch State Park and Gay City State Park are a couple of lovely local spots to get outside and enjoy nature. Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are a couple of places you'll find in the wider area.

What’s a holiday rental in Bolton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bolton. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.