A grassy field with sheep and people walking.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Bolton vacation homes

A living room with a staircase, red and grey sofas, a coffee table, and a red door.

1. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is AED 511
AED 1,123 total
includes taxes & fees
8 Oct - 9 Oct
Modern & Cozy Cape | 4 Bedroom House | Central Location
A living room with a TV, sofas, armchairs, and a fireplace.

2. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
8.0 out of 10, Very good, (2 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
United States
alissa
The price is AED 388
AED 1,685 total
includes taxes & fees
7 Oct - 8 Oct
Willow Haven 2BR Cozy Retreat, Close to Hartford
A bedroom with a bed, a bedside table, a lamp, and two framed pictures on the wall.

3. Red Door Retreat

Red Door Retreat
Vernon
The price is AED 643
AED 1,053 total
includes taxes & fees
12 Oct - 13 Oct
Red Door Retreat
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

4. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (30 reviews)
"Was a great stay"
United States
John S.
The price is AED 514
AED 1,128 total
includes taxes & fees
25 Oct - 26 Oct
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

5. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (30 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
The price is AED 579
AED 1,432 total
includes taxes & fees
12 Oct - 13 Oct
Spacious modern home on private lake
A modern living room with a sofa, a coffee table, and a rug.

6. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (11 reviews)
"Good location"
United States
Arthur
The price is AED 317
AED 438 total
includes taxes & fees
11 Oct - 12 Oct
Entire guest suite in South Windsor, Connecticut
A living room with a dark blue sofa, a round ottoman, a coffee table, and a TV on a stand. There is a large abstract painting on the wall and a window with curtains.

7. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is AED 579
AED 1,793 total
includes taxes & fees
7 Oct - 8 Oct
Cozy basement apartment with private bathroom, kitchen and entrance.
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

8. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (10 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is AED 572
AED 1,333 total
includes taxes & fees
7 Oct - 8 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Dining

9. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (25 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
The price is AED 853
AED 1,741 total
includes taxes & fees
12 Oct - 13 Oct
Prime West Hartford Center: Timeless Charm
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

10. Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (12 reviews)
"Great stay, home was comfortable and communication w owner was very smooth!"
United States
Stacey P.
The price is AED 922
AED 1,942 total
includes taxes & fees
20 Oct - 21 Oct
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A bedroom with a bed, bedside table, lamp, bench, and a ceiling fan.

11. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (7 reviews)
"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 AED 727
AED 1,127 total
includes taxes & fees
11 Oct - 12 Oct
Spacious, unique barn with beautiful views.
A living room with a blue sofa, a round coffee table, and a staircase.

12. The Game House Arcade – West Hartford

The Game House Arcade – West Hartford
West Hartford
10.0 out of 10, Exceptional, (1 review)
"Great location and well equipped. We will be back"
United States
Mike W.
The Game House Arcade – West Hartford
A covered patio with a dining table, chairs, and a grill.

13. Prime West Hartford Center Location: Historic Gem

Prime West Hartford Center Location: Historic Gem
West Hartford
10.0 out of 10, Exceptional, (36 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
United States
Trish
The price is AED 1,246
AED 2,256 total
includes taxes & fees
8 Oct - 9 Oct
Prime West Hartford Center Location: Historic Gem
A covered porch with white rocking chairs and a table, a blue ceiling, and a view of the garden.

14. Charming New England Home in West Hartford Center

Charming New England Home in West Hartford Center
West Hartford
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful, comfortable home."
United States
karen
The price is AED 1,281
AED 2,302 total
includes taxes & fees
12 Oct - 13 Oct
Charming New England Home in West Hartford Center
Veterans Park, near the house

15. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (32 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is AED 544
AED 1,003 total
includes taxes & fees
3 Nov - 4 Nov
Family Stays: Middletown, CT
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.

16. “3BR Home Near Wesleyan & Downtown Middletown

“3BR Home Near Wesleyan & Downtown Middletown
Washington Street Historic District
7.8 out of 10, Good, (6 reviews)
"Nice place"
United States
Jousette C.
The price is AED 826
AED 1,035 total
includes taxes & fees
31 Oct - 1 Nov
“3BR Home Near Wesleyan & Downtown Middletown
Living area

17. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
The price is AED 918
AED 1,644 total
includes taxes & fees
7 Oct - 8 Oct
Lakefront Property with Scenic View - All Seasons!
A modern kitchen with a central island, wooden bar stools, and recessed lighting.

18. Spacious & Newly Renovated Longmeadow Getaway

Spacious & Newly Renovated Longmeadow Getaway
Longmeadow
6.0 out of 10, (3 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is AED 1,322
AED 2,220 total
includes taxes & fees
11 Oct - 12 Oct
Spacious & Newly Renovated Longmeadow Getaway
A modern living room with a sofa, a dining table, and a massage chair.

19. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is AED 764
AED 1,804 total
includes taxes & fees
7 Oct - 8 Oct
#29 - Modern 5 Bedroom/2 Bath
A hotel with a swimming pool, multiple balconies, and outdoor seating.

20. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Windsor Locks
The price is AED 287
AED 330 total
includes taxes & fees
1 Nov - 2 Nov
1 Queen Bed | Micfridge
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

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"Nice place"
Michael 1-night trip
Posted 10 hours ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG