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Compare 140 Vacation Homes in Bolton with updated reviews, rates, and availability.

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

9.4 out of 10, Exceptional, (15)
"This is such a great property, I spent a whole month with three separate stays adjacent due to travel planning and the host was wonderful. The house is really beautiful and in a great neighborhood and it’s very comfortable and super clean. This will be a regular for me in the Hartford area. I’m looking forward to seeing what the beautiful landscaping is like in the spring and summer too."
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, (55)
"This is our second time staying in this home. It’s nestled right on the lake and is perfect. It is stocked with everything you need, they did not skip a beat. Easy check in and check out process. Loved the gifts they left for us, always a nice touch."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Grammy's Lake House w/ Private Waterfront Access

9.6 out of 10, Exceptional, (11)
"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "
Grammy's Lake House w/ Private Waterfront Access

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (2)
"Same day check in info, not provided the day before like most hosts "
The price is SAR 840
SAR 2,274 total
includes taxes & fees
9 Apr - 10 Apr
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

WeHa Oak Haven

10.0 out of 10, Exceptional, (4)
"I had a great stay in West Hartford with my 17 year old daughter. The property is conveniently located in West Hartford and also a quick drive to the University of Hartford, which we visit for an Art School event. The host is fantastic, provides great communication and simple check-in/ check-out process. The parking spot is ample and the home was comfortable and just as described. We will book this place again and highly recommend! "
WeHa Oak Haven

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (4)
"We came to the area for a long weekend event at Wesleyan University. I had never booked through VRBO and was not familiar with the process. From my first communication with Gilbert I felt like I was going to visit family. He was amazing to communicate with provided information about the area and the process and was super accommodating when he learned our flight was arriving early. From the moment we stepped through the door we knew our stay would be special. The home is beautiful, beds...
The price is SAR 469
SAR 837 total
includes taxes & fees
28 Apr - 29 Apr
Family Stays: Middletown, CT

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (7)
"The lake house was beautiful and peaceful. They’re were a few concerns the bedroom upstairs smelled musty the dishwasher smelled like mildew the towels were were old & looked used no new soap for the guest a felt like it was an overpriced stay. "
Amazing lake house with everything you need!

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

9.2 out of 10, Wonderful, (12)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is SAR 446
SAR 1,045 total
includes taxes & fees
30 Mar - 31 Mar
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!

Cozy 4 Bedroom West Hartford House

2.0 star property
9.0 out of 10, Wonderful, (2)
"Convenient. Clean. Very comfortable beds."
Cozy 4 Bedroom West Hartford House

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (7)
"The property was within a few miles to my family who we were visiting. It was very across the street from a very good pub and a couple of minutes to the town’s downtown with several good restaurants to choose from.The apartment was clean with a very comfortable bed and nice furnishings. The kitchen was well equipped with dining and cooking tools. It’s nice to have a good smart tv as well to watch football games. "
Cozy 2 Bedroom Family Stay

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

8.8 out of 10, Excellent, (18)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is SAR 499
SAR 1,113 total
includes taxes & fees
7 Apr - 8 Apr
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is SAR 199
SAR 1,114 total
includes taxes & fees
3 Apr - 4 Apr
Blue Back Bungalow

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.8 out of 10, Exceptional, (115)
"Beautiful house, sitting high and overlooking the Connecticut River. Can't imagine a more beautiful setting. Very large kitchen, great for cooking in with friends. Even has an adjacent helicopter pad (although it's $4k to go from Hartford airport to the house, 1-way!). Had a great time."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

Island Vibes Home

9.4 out of 10, Exceptional, (16)
"Excellent stay. Highly recommended. Thanks!"
Island Vibes Home

The Skyway

10.0 out of 10, Exceptional, (3)
"Very well staged. Smart TV’s in every room. Quiet, safe area. Comfortable bed. It was perfect for my short stay"
The price is SAR 608
SAR 1,496 total
includes taxes & fees
15 Apr - 16 Apr
The Skyway

2 Bedroom Townhome in Berlin, CT

2.0 star property
10.0 out of 10, Exceptional, (2)
"The condo has had quite a bit of updating recently. We were close to shopping and the neighborhood is very welcoming. We were able to prepare Thanksgiving dinner and have it with my son and daughter in law. The hosts were very accommodating and made sure that we checked in without difficulty. They were also available for any questions. We would most certainly rent the property again. Paul."
The price is SAR 491
SAR 1,086 total
includes taxes & fees
30 Mar - 31 Mar
2 Bedroom Townhome in Berlin, CT

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

10.0 out of 10, Exceptional, (3)
"Liza was a very responsive host. We had no issues and really appreciated all the small touches that are included such as snacks, water, toiletries, etc. The home is beautifully decorated and has all the amnesties you could need. "
NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (21)
"Great place for family camping in summer with a beautiful lake nearby. The winter experience is quite different but still provides a special experience due to the old and nostalgic settings. Nostalgic old setting. but"
The price is SAR 458
SAR 1,058 total
includes taxes & fees
31 Mar - 1 Apr
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
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, (9)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didn’t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is SAR 563
SAR 647 total
includes taxes & fees
31 Mar - 1 Apr
Postcard Cabins Machimoodus

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

8.8 out of 10, Excellent, (18)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is SAR 499
SAR 1,113 total
includes taxes & fees
7 Apr - 8 Apr
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
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.