Bolton Holiday Rentals

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Holiday Rentals in Bolton

Cabin in East Haddam

2.0 star property
9.6 out of 10, Exceptional, (83)
"Very nice cabins "
United States
Jairo
The price is HK$787
HK$1,264 total
includes taxes & fees
4 Dec - 5 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cabin in Willington

9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is HK$817
HK$2,061 total
includes taxes & fees
9 Dec - 10 Dec
Treehouse - Countryside - Farm Animals - Fire Pit

Apartment in Downtown Hartford

8.4 out of 10, Very good, (23)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
The price is HK$779
HK$1,185 total
includes taxes & fees
1 Dec - 2 Dec
Lux Boutique Large Private LOFT Pratt St Hartford

Apartment in Downtown Hartford

9.0 out of 10, Wonderful, (7)
"Very nice for one night"
United States
Jack
The price is HK$779
HK$1,185 total
includes taxes & fees
1 Dec - 2 Dec
Cozy apartment in charming Hartford with AC, WiFi

Apartment in Main Street Historic District

The price is HK$5,605
HK$7,248 total
includes taxes & fees
1 Dec - 2 Dec
Conference Room Rental no sleeping arrangements

Holiday Home in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is HK$911
HK$2,461 total
includes taxes & fees
7 Dec - 8 Dec
Private Apartment in Berlin

Holiday Home in New Britain

10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
The price is HK$876
HK$1,918 total
includes taxes & fees
1 Dec - 2 Dec
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Cottage in Stafford

9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
The price is HK$911
HK$2,431 total
includes taxes & fees
8 Dec - 9 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cabin in Ashford

9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is HK$1,541
HK$2,964 total
includes taxes & fees
2 Dec - 3 Dec
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Condo in Enfield

10.0 out of 10, Exceptional, (2)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
United States
Logan M.
The price is HK$973
HK$3,276 total
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Apartment in Downtown Hartford

6.6 out of 10, (7)
"Overall good location and clean unit. Mattress, pillows and linens need upgrading. Hosts were responsive with request for iron/iron board in unit. Can get noisy as bars are closing."
United States
Peter T.
The price is HK$779
HK$1,185 total
includes taxes & fees
1 Dec - 2 Dec
Experience Downtown Hartford near XL Center

Holiday Home in Windsor Locks

8.8 out of 10, Excellent, (11)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is HK$607
HK$2,130 total
includes taxes & fees
6 Dec - 7 Dec
The Serene Skyway Retreat

Apartment in Berlin

10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is HK$701
HK$2,166 total
includes taxes & fees
1 Dec - 2 Dec
Soothing 2-bedroom lower-level apartment in Berlin

Holiday Home in Ashford

9.8 out of 10, Exceptional, (21)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!

Holiday Home in Bloomfield

2.0 star property
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is HK$2,244
HK$5,356 total
includes taxes & fees
1 Dec - 2 Dec
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Holiday Home in Manchester

9.8 out of 10, Exceptional, (6)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
United States
Denise L.
The price is HK$1,238
HK$2,599 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Apartment in Downtown Hartford

8.6 out of 10, Excellent, (11)
"Great!"
United States
Sahai S.
The price is HK$779
HK$1,185 total
includes taxes & fees
1 Dec - 2 Dec
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Apartment in New Britain

7.6 out of 10, Good, (7)
" Not bad for the price "
United States
Audrey L.
The price is HK$1,072
HK$2,895 total
includes taxes & fees
1 Dec - 2 Dec
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

Apartment in Downtown Hartford

7.4 out of 10, Good, (3)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveller
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

Holiday Home in Windsor

9.2 out of 10, Wonderful, (10)
"We had a very nice time and the house is charming"
United States
Terrence G.
A “Wow” Experience everywhere there is something to stimulate your mind Interest
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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Top Bolton Hotel Reviews

Find out more about Bolton

Search for holiday rentals in Bolton on Expedia! You can easily find your home rentals, villas, holiday apartments in Bolton using one of the methods below:

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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?

Private Apartment in Berlin: This holiday home rental outside of Bolton is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Bolton?

While exploring the area, visit family-friendly sights like Cabela's, or get outside and enjoy nature at Bolton Notch State Park. Gay City State Park and Manchester Parkade 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.