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Compare 90 Vacation Homes in Windsor with updated reviews, rates, and availability.

Waterfront Properties vacation rental
10.0 out of 10, Exceptional, (56)
"This was our second time staying at waterfront properties. Great place right in front of the river away from the hustle and bustle. Very spacious for 2 people and well appointed. Very clean. Can’t wait to go back for our 3rd visit!"
The price is SAR 469
SAR 1,191 total
includes taxes & fees
3 Oct - 4 Oct
Waterfront Properties vacation rental
Waterfront house on the upper most portion of the West Branch Delaware.
9.8 out of 10, Exceptional, (22)
"Ron's house is beautiful! We loved the screened porch and river view. The house is well stocked with all the necessities (dishes, linen, towels) and is beautifully furnished and Ron is a wonderful, responsive host with a great sense of humor!"
Waterfront house on the upper most portion of the West Branch Delaware.
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
10.0 out of 10, Exceptional, (42)
"My extended family has been gathering together somewhere each summer for the last 30+ years. This year we chose this property. It was a great venue for us. The big pool was the main draw as always and having the cover was wonderful in the rain. The lodges were clean and welcoming and accommodated our crowd well. There were two issues we encountered but the Leah was easy to reach and had the property manager working on them promptly. Overall excellent property."
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
Beautiful and Cozy Home in Binghamton
8.4 out of 10, Very Good, (9)
"Cute little home felt very comfortable "
The price is SAR 450
SAR 895 total
includes taxes & fees
3 Oct - 4 Oct
Beautiful and Cozy Home in Binghamton
Hilltop, private, peaceful country living with a view of the Endless Mountains.
2.0 star property
10.0 out of 10, Exceptional, (2)
"It was the perfect place for our small group. We just needed a place to sleep and shower overnight. The property was beautiful and we had a great time exploring. "
Hilltop, private, peaceful country living with a view of the Endless Mountains.
11 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
9.8 out of 10, Exceptional, (21)
"Our extended family enjoyed our stay in spite of the few rainy days. The house has plenty of space and invites small group conversations as well as gathering of the clan for meals and activities. The lake was just the right size for the kayaks and paddle boards. Everyone loved the house. The host was very accommodating and gracious. Thank you, Julia, for sharing your home."
11 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
Serene Lakefront Estate w/ Pool Table & Wet Bar
10.0 out of 10, Exceptional, (37)
"I had my 50th Birthday party there for Memorial Day weekend. Amazing place!!!There is not one negative comment I can think of. I had a perfect celebration. There was so much to do there outdoor and indoor that I wish we could off stay longer. The owners were so nice. All my friends and family loved the house and the property. We all had a great time. THANK YOU "
Serene Lakefront Estate w/ Pool Table & Wet Bar
Pet-Friendly Hancock Home on the Delaware River!
10.0 out of 10, Exceptional, (15)
"If you love peace, tranquility and the mountain air this is the place for you. The home is clean, well-stocked, very updated and perfect for a couple or family. The town of Hancock and the surrounding areas are very pet friendly. The river is just off the back yard and is clean, shallow and perfect for a dip or for your pet to swim. There are tubes for use, but we didn't use them because we had our dog. A special treat is the family of bald eagles who have a nest across the river. Every late...
Pet-Friendly Hancock Home on the Delaware River!
Tranquil, Stylish Elk Mountain Home with Lake Access
9.8 out of 10, Exceptional, (9)
"Excellent experience, clean and well maintained property."
Tranquil, Stylish Elk Mountain Home with Lake Access
2 Story Studio Sauna House
2.0 star property
9.0 out of 10, Wonderful, (2)
"Great place. Clean and quiet. "
2 Story Studio Sauna House
NEW LISTING! Little Gray Cabin (2-Bedroom Home) - Pets Allowed by RedAwning
10.0 out of 10, Exceptional, (2)
"We found the cabin very inviting & comfortable. If you are tall, be careful upstairs with the slanted ceiling! Bed was comfortable, we went right to sleep! Stairs are narrow, thankful for handrail! Kitchen was functional, didn’t cook though, didn’t feel like buying all the ingredients and making a mess. Sits on a 1acre lot, steep hill, so no hiking the property but there are many parks close by. Roku TV, easy to navigate. Bring bug repellent, a lot of bugs attracted to the lights and being close...
NEW LISTING! Little Gray Cabin (2-Bedroom Home) - Pets Allowed by RedAwning
DeerRidge Estate By Brophy
10.0 out of 10, Exceptional, (49)
"We are a group of college friends who have been getting together for over forty years. We’ve stayed at a variety of places over the years and now, with 3 generations attending, we need larger accommodations. I think we’ve found our place. Lovely setting. Clean, comfortable rooms. Plenty of bathrooms! We had perfect weather but even if there were rain, the front veranda offers lots of space to hang out. (A few rocking chairs would be nice for the babies and grandparents.) Overall, a lovely...
DeerRidge Estate By Brophy
RiverView Estate By Brophy
10.0 out of 10, Exceptional, (113)
"We had a wonderful gathering of friends for two nights here. The big kitchen was a centerpiece in the main house and we enjoyed the beautiful entertainment lodge. The kids had a wonderful time. I highly recommend tubing in town at OARS. The river was pristine and it was a highlight for us. Thank you for hosting our group."
RiverView Estate By Brophy
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing
9.8 out of 10, Exceptional, (23)
"Absolutely perfect weekend with mom, sisters and niece. Rivers Edge was more than we expected and gave us a haven for a couple days to connect. Everyone could relax and be in their own space or come together as a group. Relaxation was the name of the game! Will definitely return. Thank you so much for creating this wonderful oasis with unbelievable decor and attention to detail. "
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing
Breathtaking 44+ Acre Country Estate
10.0 out of 10, Exceptional, (24)
"From the moment we entered the house to the day we left we felt like we were home . This home is quaint, super comfortable, spacious, bright, and cheery. The decor fit the property perfectly. The house was super clean and equipped with everything and more, what you didn’t expect (such as a decanter for the incredible red wine our host left upon arrival) was impressively found. Jennifer is the perfect host. She was very attentive to any question during our stay. The backyard was calm, peaceful,...
Breathtaking 44+ Acre Country Estate
LAKE HOUSE WITH PRIVATE DOCK TO CANNON BALL OFF!
9.6 out of 10, Exceptional, (4)
"We had a wonderful time, Hanna was great and her property was beautiful. It has everything you need for outdoor fun & fun if you enjoy the water. We caught so many fish, enjoyed swimming & the boats that was available to use. Just a little tip, take swimming shoes because the bottom of the lake in some parts have small rocks. Would definitely go back and have already recommended family & friends. Thank for having us Hanna :)"
LAKE HOUSE WITH PRIVATE DOCK TO CANNON BALL OFF!
Premium 8BR Getaway Closest to Elk Ski, NYC, Philly FREE WIFI
Premium 8BR Getaway Closest to Elk Ski, NYC, Philly FREE WIFI
Your Own Personal Ski - Skate - Fishing LODGE!
9.8 out of 10, Exceptional, (31)
"I booked this property for a birthday weekend for my adult children and I. I wanted a house close to a lake and also hiking, and this was perfect! The home had everything we needed to relax, enjoy the outdoors, and have a great stay. The fishing was excellent and the sup was used by everyone! We met lovely people at the beach and ended each day at the firepit. The property was pet friendly, and there were even dog treats for us upon arrival! I would recommend this property for its location,...
Your Own Personal Ski - Skate - Fishing LODGE!
Cozy Poconos Home w/ Private Hot Tub & Fire Pit
9.8 out of 10, Exceptional, (24)
"We were happy with our stay, the hot tub was a nice perk!"
Cozy Poconos Home w/ Private Hot Tub & Fire Pit
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!
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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.
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Other property types in Windsor

Waterfront Properties vacation rental
10.0 out of 10, Exceptional, (56)
"This was our second time staying at waterfront properties. Great place right in front of the river away from the hustle and bustle. Very spacious for 2 people and well appointed. Very clean. Can’t wait to go back for our 3rd visit!"
The price is SAR 469
SAR 1,191 total
includes taxes & fees
3 Oct - 4 Oct
Waterfront Properties vacation rental
Historic Main Street private 2 bedroom apartment with views and all amenities.
9.6 out of 10, Exceptional, (40)
"We couldn’t have been more pleased with this apartment above a wonderful coffee house. The place was pristine, communication with the owner was timely and friendly. We couldn’t have had a more relaxing and comfortable stay. The community is friendly with restaurants a few steps away. We enjoyed the farmer market as well.. We look forward to another visit. "
Historic Main Street private 2 bedroom apartment with views and all amenities.
Handcrafted Riverfront Cabin on 10 acres
10.0 out of 10, Exceptional, (124)
"Everything was good! Cleanness is a highlight! Wi-Fi worked perfectly for our work calls. Thanks Sean! "
The price is SAR 608
SAR 1,447 total
includes taxes & fees
6 Oct - 7 Oct
Handcrafted Riverfront Cabin on 10 acres
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.