Bolton Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Bolton

Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cabin in East Haddam

2.0 star property
9.6 out of 10, Exceptional, (87)
"Clean and good service."
United States
Simge
The price is ￥18,455
￥28,356 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Exterior
The Blue Back Bungalow

Apartment in West Hartford

2.0 star property
9.4 out of 10, Exceptional, (17)
"The stay was good. The house is located in a great area and very close to my family member we were visiting. I will stay again and make sure everything is in order. "
United States
Vanessia P.
The price is ￥12,410
￥48,102 total
includes taxes & fees
Dec 14 - Dec 15
The Blue Back Bungalow
Interior
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Vacation Home in Coventry Lake

9.8 out of 10, Exceptional, (34)
"Comfortable and as described "
United States
Stephanie
The price is ￥18,460
￥42,172 total
includes taxes & fees
Dec 8 - Dec 9
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Dining
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

9.6 out of 10, Exceptional, (38)
"Pet and family, friendly"
United States
Mary-Kate G
The price is ￥21,253
￥47,090 total
includes taxes & fees
Dec 10 - Dec 11
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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 ￥18,150
￥47,981 total
includes taxes & fees
Dec 9 - Dec 10
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Apartment in Willington

9.6 out of 10, Exceptional, (11)
"Very educational and fun time on the farm"
United States
David S.
The price is ￥18,920
￥44,089 total
includes taxes & fees
Dec 21 - Dec 22
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Outdoor dining
Soothing 2-bedroom lower-level apartment in Berlin

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 ￥13,962
￥43,165 total
includes taxes & fees
Dec 7 - Dec 8
Soothing 2-bedroom lower-level apartment in Berlin
Property grounds
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

8.8 out of 10, Excellent, (48)
"Very nice place to get away and enjoy the lake! Host responded very quickly and was very helpful! Would book again. "
United States
Rachel G.
The price is ￥17,064
￥40,566 total
includes taxes & fees
Dec 10 - Dec 11
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior
Spacious, unique barn with beautiful views.

Vacation Home in Hampton

10.0 out of 10, Exceptional, (3)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is ￥25,829
￥41,029 total
includes taxes & fees
Dec 8 - Dec 9
Spacious, unique barn with beautiful views.
Dining
#24 *Serenity* A Lakefront Cottage Retreat

Vacation Home in Middletown

9.8 out of 10, Exceptional, (21)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
The price is ￥18,455
￥45,416 total
includes taxes & fees
Dec 10 - Dec 11
#24 *Serenity* A Lakefront Cottage Retreat
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

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 ￥15,668
￥40,357 total
includes taxes & fees
Dec 10 - Dec 11
Treehouse - Countryside - Farm Animals - Fire Pit
Fridge, microwave, oven, stovetop
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!

Apartment in Manchester

10.0 out of 10, Exceptional, (2)
"Very nice apartment space, fully equipped."
United States
Michele M.
The price is ￥13,341
￥47,803 total
includes taxes & fees
Dec 7 - Dec 8
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Outdoor dining
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Vacation Home in Ashford

9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
The price is ￥31,636
￥60,264 total
includes taxes & fees
Dec 9 - Dec 10
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford

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 ￥15,508
￥23,611 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lux Boutique Large Private LOFT Pratt St Hartford
Interior
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Vacation 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 ￥44,694
￥106,684 total
includes taxes & fees
Dec 7 - Dec 8
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Fridge, microwave, oven, stovetop
Modern & Cozy Cape | 4 Bedroom House | Central Location

Vacation Home in Manchester Center

10.0 out of 10, Exceptional, (5)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is ￥20,005
￥45,337 total
includes taxes & fees
Dec 7 - Dec 8
Modern & Cozy Cape | 4 Bedroom House | Central Location
Fridge, microwave, oven, stovetop
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Vacation Home in Windsor Locks

10.0 out of 10, Exceptional, (2)
"We loved this space for our short stay. The rooms and space were cozy with a fun theme. Everything was clean and check in/out was easy. The host was responsive and helpful. We would stay here again"
United States
Amanda W.
The price is ￥29,180
￥69,083 total
includes taxes & fees
Dec 11 - Dec 12
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Fridge, microwave, oven, stovetop
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Vacation Home in Manchester

9.4 out of 10, Exceptional, (14)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is ￥22,804
￥49,029 total
includes taxes & fees
Dec 7 - Dec 8
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Vacation 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 ￥24,666
￥51,325 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Vacation 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 ￥18,150
￥49,029 total
includes taxes & fees
Dec 7 - Dec 8
Private Apartment in Berlin
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

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

10/10 Excellent
"my boyfriend and i stayed here, the rooms were clean and nice. the phone to the front desk didn’t work but we just went downstairs to get what we needed, and it was no issue for us! quiet and peaceful, definitely will stay again"
christina 3-night trip
Posted 2 days ago
Best Western Hartford Hotel & Suites

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:

  • View our selection of featured holiday rentals in Bolton
  • Use the map to find apartments and other holiday homes in the Bolton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bolton while they last

Look no further and take a look at our great range of rental properties in Bolton!

Frequently asked questions

Can I find a vacation rental in Bolton?

Yes, we give you a choice of vacation rentals near top local attractions in Bolton, or you can select a more remote option if you want a relaxing place to 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 vacation rentals in Bolton?

Private Apartment in Berlin: This vacation 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 larger area.

What’s a vacation rental in Bolton like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Bolton. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.