Holiday Homes in Windsor

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Holiday Homes in Windsor

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Smart TV, fireplace, video games, books

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.8 out of 10, Exceptional, (36)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is NZ$520
includes taxes & fees
5 Oct - 6 Oct
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
New!Quaint & Convenient Hideaway: Great Location
Fridge, microwave, oven, stovetop

New!Quaint & Convenient Hideaway: Great Location

9.6 out of 10, Exceptional, (14)
"Our family of 4 stayed there while visiting Hartford for our daughter’s college graduation. Great location great property and responsive host. Would def stay again!"
New!Quaint & Convenient Hideaway: Great Location
Prime West Hartford Center Location: Historic Gem
Fridge, microwave, oven, stovetop

Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (28)
"The house is very spacious, clean and comfortable. Will definitely book again!"
Prime West Hartford Center Location: Historic Gem
3-bedroom house in perfect Springfield with WiFi, AC
TV

3-bedroom house in perfect Springfield with WiFi, AC

2.0 star property
9.2 out of 10, Wonderful, (5)
"Every question we had was quickly answered. The house was comfortable for us. Only a small hiccup in getting the door to lock when we left."
3-bedroom house in perfect Springfield with WiFi, AC
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
TV

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

10.0 out of 10, Exceptional, (5)
The price is NZ$500
includes taxes & fees
5 Oct - 6 Oct
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
Fridge, microwave, oven, stovetop

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

9.2 out of 10, Wonderful, (7)
"Beautiful new spacious property in a great safe neighborhood. Very nice for groups. Common Living space s conducive for gathering. Property still under construction as there were other homes still being built. Near busy street but monimal noise. Would stay again."
The price is NZ$937
includes taxes & fees
6 Oct - 7 Oct
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

9.0 out of 10, Wonderful, (11)
"I was in a nice, quiet neighborhood. House was clean and comfy. There is a store literally right around the corner. I would definitely stay agin and recommend to others. The property manager answered my questions and gave good customer service."
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Interior

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

9.8 out of 10, Exceptional, (32)
"Comfortable and as described "
The price is NZ$504
includes taxes & fees
15 Oct - 16 Oct
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Big farmhouse in the foothills of the Berkshires
Property grounds

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (140)
"Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!"
The price is NZ$630
includes taxes & fees
8 Oct - 9 Oct
Big farmhouse in the foothills of the Berkshires
Newly Renovated 4 Bedroom House
Fridge, microwave, stovetop, dishwasher

Newly Renovated 4 Bedroom House

10.0 out of 10, Exceptional, (2)
"The house was perfect for a weekend wedding trip. "
Newly Renovated 4 Bedroom House
Linny's Lakeview Cottage - Cozy, fun & updated
Fridge, microwave, oven, stovetop

Linny's Lakeview Cottage - Cozy, fun & updated

10.0 out of 10, Exceptional, (62)
"Very great location, close to my family. Great spot!!"
Linny's Lakeview Cottage - Cozy, fun & updated
Family Stays: Middletown, CT
Fridge, microwave, oven, stovetop

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (13)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
The price is NZ$362
includes taxes & fees
14 Oct - 15 Oct
Family Stays: Middletown, CT
Private Apartment in Berlin
Fridge, microwave, oven, stovetop

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is NZ$545
includes taxes & fees
5 Oct - 6 Oct
Private Apartment in Berlin
Prime West Hartford Center: Timeless Charm
Property grounds

Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (19)
"Great location, charming house. Well equipped and thoughtfully decorated."
Prime West Hartford Center: Timeless Charm
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Dining

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

9.0 out of 10, Wonderful, (10)
"Great stay"
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Cozy newly remodeled home close to major amenities in Connecticut a
Fridge, microwave, oven, dishwasher

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very good, (18)
"I stayed for about two days and nights and had a great experience. The house was clean, everything we needed was easy to find, the only thing was that the shower was a little clogged. Overall, it was a great experience!!"
Cozy newly remodeled home close to major amenities in Connecticut a
Charming 2-bedroom house located on Bolton Lake
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom house located on Bolton Lake

Charming 2-bedroom house located on Bolton Lake
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
Fridge, microwave, oven, stovetop

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

10.0 out of 10, Exceptional, (2)
"Well, the title says it all beautiful rooms, beautiful furniture, great kitchen, tons of room wonderful outdoor space took advantage of the fire pit didn’t get a chance to go on the lake as we were on another lake, but all their amenities just looked amazing. I could spend a week they are easy will be back saw a beautiful dear "
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
Charming 3 bed/2 bath town home with gorgeous back yard
Property grounds

Charming 3 bed/2 bath town home with gorgeous back yard

9.8 out of 10, Exceptional, (12)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
The price is NZ$1,137
includes taxes & fees
19 Oct - 20 Oct
Charming 3 bed/2 bath town home with gorgeous back yard
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Fridge, microwave, oven, stovetop

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (61)
"There is a lot of fun things to do close by. The house was spotless and it was nice to relax on the sofa or outside patio and look at the river. "
The price is NZ$843
includes taxes & fees
13 Oct - 14 Oct
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
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 Windsor Hotel Reviews

The Capitol Hotel

The Capitol Hotel

10/10 Excellent
"Great "
Shawn 1-night trip
Posted 3 days ago
The Capitol Hotel

Find out more about Windsor

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
470
Accommodation
209 Holiday Homes
Lowest Price
NZ$362
Highest Price
NZ$1,137

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