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

PICON COZY
8.0 out of 10, Very Good, (44)
"Perfect little house 20 minutes from six flags. Bathroom looks like it was recently updated as well as kitchen appliances. it's a little dated but who cares the price was right. Much more relaxing and comfy than a hotel room."
The price is ¥11,828
¥26,839 total
includes taxes & fees
Jun 19 - Jun 20
PICON COZY
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, (3)
"Everything from check in to check out was a breeze. The house is clean, cozy and comfortable. Managers are very responsive and kind. We needed to extend our stay due to a medical issue, they were very gracious and were happy to help anyway possible. I would most definitely book again. Only thing i would like to share is the flight of stairs to get to main floor of the house could be difficult for some people, just keep that in mind. We were fine with it and were traveling with my mother in law...
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, (17)
"We enjoyed meeting and spending time with all the lovely animals on this quaint farm. Apartment was so lovely and spacious. Highly recommend stopping by for a stay."
Mountaintop Horse Farm with Heated Pool
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, (11)
"In town for our daughters graduation. The home was perfect in every way! Clean, all rooms are a good size, nicely situated kitchen, beautiful deck for socializing, our guests did not feel like we were on top of each other. Plenty of blankets, towels, kitchen supplies. Everything in good working condition. The home has antique charm with updated benefits. The host Mark was easy to communicate with. We walked to town and loved every part of our weekend! Its a must! Thank you Mark for sharing Trout...
Trout Brook Trail 2 · Sprawling Classic New England Home
Beautiful retreat to the woods to enjoy the winter season.
10.0 out of 10, Exceptional, (31)
"Very nice, well stocked and away from the hustle and bustle of city life. We had a great time."
Beautiful retreat to the woods to enjoy the winter season.
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, (107)
"A number of friends and I stayed here to be nearby our friends wake and memorial service. It was a really nice homely, quiet space that had plenty of room for everyone and the view over the river is gorgeous. Would love to come back sometime for more uplifting circumstances"
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Thomas's Cozy Duplex - Centrally Located
8.4 out of 10, Very Good, (6)
"Enjoyed our weekend. Check in was easy, plenty of room for 4 adults. Good location near MGM/downtown Springfield."
The price is ¥18,925
¥44,373 total
includes taxes & fees
Jul 17 - Jul 18
Thomas's Cozy Duplex - Centrally Located
Massive 5 Bedrooms: 3King 2Queen
The price is ¥54,126
¥125,999 total
includes taxes & fees
Jul 9 - Jul 10
Massive 5 Bedrooms: 3King 2Queen
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
7.0 out of 10, Good, (2)
"We enjoyed our stay at this home. It was clean, beds were comfy and it was spacious. One small thing was that there was only one tv and it did not work."
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, (85)
"We had a wonderful time. The house has everything you need, and the view is very beautiful. We enjoyed our stay, and will definitely be back again."
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Modern & Cozy Cape | 4 Bedroom House | Central Location
10.0 out of 10, Exceptional, (3)
"It was good experience from start to finish. I would recommend it to others."
The price is ¥21,291
¥47,826 total
includes taxes & fees
Jun 25 - Jun 26
Modern & Cozy Cape | 4 Bedroom House | Central Location
lakefront estate
3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.6 out of 10, Exceptional, (4)
"The location was great to get to and from the airport. Lynn was great with responding to any of my questions. We would stat again when visiting family."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Upscaled Quiet Neighborhood- Modern 3 BDRM
10.0 out of 10, Exceptional, (22)
"We really enjoyed our stay in Springfield! The property was clean and well furnished. The hosts were very nice and prompt with any questions we had -before and during our stay- highly recommend this if you’re in the area!"
Upscaled Quiet Neighborhood- Modern 3 BDRM
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, (44)
"Great experience over all. Would definitely recommend this cottage on the lake. Communication, check in, over all experience was great! Highly recommend!"
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (19)
"The house was perfect for accommodating a large group of friends for a nice, relaxing break froze reality! It gave us space for cooking meals, playing games, and lounge around. The lake was perfect for a refreshing dip! It was overall an amazing experience!"
Newly Renovated Family House On Highland Lake with Dock
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
The price is ¥47,155
¥112,936 total
includes taxes & fees
Jul 15 - Jul 16
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Charming Castle Cottage
Charming Castle Cottage
Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
10.0 out of 10, Exceptional, (13)
"This is a beautiful house on a lovely lake. It made a wonderful home base for our long weekend while we were in the area for our son's college graduation. Kris and Alan are fabulous hosts and they were readily available when a couple of questions popped up. There were so many amenities included in the house plus loads of extras like the makings for s'mores. Everything was labeled, so it was easy to feel at home. The lake is gorgeous, and there are kayaks and a canoe that guests can use, as well...
Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
10.0 out of 10, Exceptional, (1)
"The house was clean, comfortable, and well maintained. We enjoyed our stay very much."
The price is ¥22,868
¥49,639 total
includes taxes & fees
Jun 25 - Jun 26
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
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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.

Other property types in Windsor

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.6 out of 10, Exceptional, (4)
"The location was great to get to and from the airport. Lynn was great with responding to any of my questions. We would stat again when visiting family."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
A “Wow” Experience everywhere there is something to stimulate your mind Interest
8.0 out of 10, Very Good, (1)
"We had a great stay at this property. Beds were very comfortable, which is not usually the case with many rentals. Good clean and hot showers and towels. Property had everything you need including a BBQ for grilling. My family of 6 was comfortable and plenty of room and space for everyone."
The price is ¥47,313
¥91,235 total
includes taxes & fees
Jun 30 - Jul 1
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Bungalow House - Free Parking - 10 mins to Hartford & Airport
9.0 out of 10, Wonderful, (18)
"House was very clean. Everything was as described and the Owner was very responsive to our requests pre checkin."
The price is ¥17,348
¥38,063 total
includes taxes & fees
Jun 26 - Jun 27
Bungalow House - Free Parking - 10 mins to Hartford & Airport
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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