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Compare 100 Vacation Homes in Windsor with updated reviews, rates, and availability.

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

9.8 out of 10, Exceptional, (28)
"Place was great. Property Manager was better. Location was great for our needs. Too bad it was freezing cold. I could see myself have a much better time in the summer :)"
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

Charming & Private Delaware Riverfront Home near Callicoon NY

9.8 out of 10, Exceptional, (172)
"Really a spectacular place to stay, beautiful and peaceful, comfortable and well-maintained. Hosts very responsive, even stopped by with a delicious apple pie and new cords for the internet! Would stay here again in a heartbeat. "
Charming & Private Delaware Riverfront Home near Callicoon NY

Cozy ranch 3-bedroom house with WiFi, AC in brilliant Vestal

2.0 out of 10, (1)
"Had to search for the key to get in. No prior indication of where to find it. Was greeted by a dirty mop bucket with water, right inside the door. Found several various items tucked in couch..: dog toys, bottle of soda, electric hair trimmer. Bathroom was filthly, did have new towels. Painters tape still on wall in shower, odd signs hanging on doors. Driveway was covered in ice, no rocksalt. Property completely dated. Light bulb above stove exploded sending glass everywhere. No cleaning...
The price is AED 441
AED 733 total
includes taxes & fees
7 Apr - 8 Apr
Cozy ranch 3-bedroom house with WiFi, AC in brilliant Vestal

!!LAKEFRONT house with baby goats!!

10.0 out of 10, Exceptional, (11)
"Everything I needed while picking up my kid from a nearby camp. "
!!LAKEFRONT house with baby goats!!

Your Tranquil Oasis on the Susquehanna River

9.6 out of 10, Exceptional, (5)
"Everything was great! Very comfortable home! Suited our out of town work needs perfectly!"
Your Tranquil Oasis on the Susquehanna River

Charming 3-bedroom 2 Bath house in wonderful Endicott with AC, WiFi!

10.0 out of 10, Exceptional, (4)
"Came to town for a funeral and this house provided space for our family. Was quaint and comfortable. We had a problem with the upstairs shower but Ray came by and fixed it without hesitation. Was very easy to get a hold of. Great little house."
Charming 3-bedroom 2 Bath house in wonderful Endicott with AC, WiFi!

Spacious 6-bedroom house with AC, fitness room, pool, WiFi in charming Vestal

Spacious 6-bedroom house with AC, fitness room, pool, WiFi in charming Vestal

Pet-Friendly Hancock Home on the Delaware River!

9.8 out of 10, Exceptional, (19)
"Thank you for sharing your lovely home with us. Spectacular views, peaceful, comfortable. Wonderful to hear the eagles in the morning along with the sounds of the river. Fishing was fun as well!"
Pet-Friendly Hancock Home on the Delaware River!

Lakefront Gem: Hot Tub & Game Room in Hancock

10.0 out of 10, Exceptional, (42)
"Scott & Ann were both super communicative. All pictures matched the property, and our stay was perfect. With the snow over the weekend, Scott was nice enough to plow the driveway for us on the Sunday morning. Everything was great! We used the firepit, the sleds, the pool table. Only downside is no cell coverage in the area, but WiFi was enough for us! They had Roku, lots of games, and plenty of space to accommodate my group of 22 people. We never felt like we were on top of eachother, which was...
Lakefront Gem: Hot Tub & Game Room in Hancock

LARGE BRICK SCHOOL HOUSE NEAR NY/PA UPPER DELAWARE RIVER WITH MUSIC STUDIO

9.6 out of 10, Exceptional, (47)
"Lovely space with lots of character and a great place for enjoying music, loved how each room had a CD collection and speakers. "
LARGE BRICK SCHOOL HOUSE NEAR NY/PA UPPER DELAWARE RIVER WITH MUSIC STUDIO

Cozy 3 bedroom log cabin in a scenic country setting. Very private

10.0 out of 10, Exceptional, (26)
"My friend and I were excited to get away during the New years week. We got everything from warm mid 40s to 6 inches of snow and low 20s. We were looking for a cozy cabin with a fireplace/stove and some outdoors for our dog. This was exactly what we wanted. I was able to do some excellent trout fishing nearby and some great hikes on DEC trails in State Forests, which were right up the road. The kitchen worked great and the cabin has a cozy feel with an open concept. The owner, Angelo was super...
Cozy 3 bedroom log cabin in a scenic country setting. Very private

Grand Monarch! Luxury Boutique Living! Best for Extended Stays.

2.5 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay very clean and secured"
Grand Monarch! Luxury Boutique Living! Best for Extended Stays.

Charming & Historic 3-bedroom house in sleepy Gibson with Wifi, AC & hot tub

10.0 out of 10, Exceptional, (1)
"Great property... apparently it was an old general store in the middle of this small, quaint town. The living space is stunning, completely renovated and modern. Communication with Adam was fantastic, highly recommend!!!"
Charming & Historic 3-bedroom house in sleepy Gibson with Wifi, AC & hot tub

Riverside Retreat in The Catskill Mountains

Riverside Retreat in The Catskill Mountains

Your Own Personal Ski - Skate - Fishing LODGE!

9.8 out of 10, Exceptional, (33)
"Quiet neighborhood with excellent views of Elk mountain. We could walk dogs approximately 1/2 mile loop around the lake. The house is very clean with comfortable furnishings and we enjoyed a wood stove fire that was perfect after a day on the slopes. I would love to enjoy the wrap around porch and fire pit in the summer months sometime in the future. Host is extremely responsive and we felt welcomed"
Your Own Personal Ski - Skate - Fishing LODGE!

New York Abode: 2 Mi to Binghamton University!

9.0 out of 10, Wonderful, (4)
"It was well situated for the activites we had planned. They said they would be fixing windows & AC this summer which would be a great imporvement. Good communication, Very clean. Thanks!"
New York Abode: 2 Mi to Binghamton University!

Steam Punk Steamer Trunk

10.0 out of 10, Exceptional, (6)
"Thank you!"
Steam Punk Steamer Trunk

Indoor Pool,Largest Game Lodge,Sleeps 39

10.0 out of 10, Exceptional, (44)
"We have a group of 25 that have been celebrating New Year’s together for the past 30 years. This worked great as everyone had their own bedroom and there was plenty to do on-site. The clubhouse and pool were enjoyed by all! We look forward to staying there again next year."
Indoor Pool,Largest Game Lodge,Sleeps 39

Elk Mountain Estate Manor in beautiful Pa Endless Mountains-Groups and Events

9.8 out of 10, Exceptional, (93)
"Spent a wonderful weekend and enjoyed all the amenities offered at Elk Estate Manor. Skiing was nearby and easy access. Laura (owner) was great to work with and very responsive to all text messages. We will definitely be booking another trip here."
Elk Mountain Estate Manor in beautiful Pa Endless Mountains-Groups and Events

Breathtaking 44+ Acre Country Estate

10.0 out of 10, Exceptional, (30)
"The house was great. Clean, cozy and spacious. There was room for everyone in our large group snowboarding at elk mountain (a little over 20 min away). "
Breathtaking 44+ Acre Country Estate
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 Windsor

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (145)
"All necessary things supplied."
The price is AED 397
AED 1,161 total
includes taxes & fees
26 Mar - 27 Mar
Handcrafted Riverfront Cabin on 10 acres

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

9.8 out of 10, Exceptional, (28)
"Place was great. Property Manager was better. Location was great for our needs. Too bad it was freezing cold. I could see myself have a much better time in the summer :)"
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

Charming & Private Delaware Riverfront Home near Callicoon NY

9.8 out of 10, Exceptional, (172)
"Really a spectacular place to stay, beautiful and peaceful, comfortable and well-maintained. Hosts very responsive, even stopped by with a delicious apple pie and new cords for the internet! Would stay here again in a heartbeat. "
Charming & Private Delaware Riverfront Home near Callicoon NY
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.