Windsor Holiday Rentals

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Check prices for these dates

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Holiday Rentals in Windsor

Historic Main Street private 2 bedroom apartment with views and all amenities.
Fridge, microwave, oven, stovetop

Historic Main Street private 2 bedroom apartment with views and all amenities.

9.8 out of 10, Exceptional, (46)
"Was a nice quiet place to stay. "
Historic Main Street private 2 bedroom apartment with views and all amenities.
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Fridge, microwave, oven, stovetop

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

10.0 out of 10, Exceptional, (179)
"The place was nice and the hosts looked out for us when a snow storm came through, would recommend."
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Handcrafted Riverfront Cabin on 10 acres
Exterior

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (159)
"Very lovely and quant log home near a beautiful view of the Delaware river! Has all the amenities you’d need for a getaway! Would highly recommend for anyone look for a little serenity in the middle of the woods!"
The price is HK$1,257
HK$3,012 total
includes taxes & fees
17 Jul - 18 Jul
Handcrafted Riverfront Cabin on 10 acres
Rivers Edge of the West Branch Delaware River w Private Boat Launch
Terrace/patio

Rivers Edge of the West Branch Delaware River w Private Boat Launch

9.6 out of 10, Exceptional, (108)
"Cabin was in a great location and very cozy with great appliances. Would definitely recommend. "
Rivers Edge of the West Branch Delaware River w Private Boat Launch
Cozy 2-bedroom cabin in Vestal NY
Property grounds

Cozy 2-bedroom cabin in Vestal NY

10.0 out of 10, Exceptional, (1)
" Beautiful landcape, quiet and secluded."
The price is HK$1,217
HK$2,084 total
includes taxes & fees
9 Jul - 10 Jul
Cozy 2-bedroom cabin in Vestal NY
Riverfront Cabin West Branch Delaware River

Riverfront Cabin West Branch Delaware River

9.8 out of 10, Exceptional, (112)
"This place is clean and host is great, I recommend "
Riverfront Cabin West Branch Delaware River
Charming 120-year-old farmhouse by the creek
Property grounds

Charming 120-year-old farmhouse by the creek

8.8 out of 10, Excellent, (19)
"Close to town ,clean just what we were looking for"
The price is HK$1,328
HK$2,601 total
includes taxes & fees
14 Jul - 15 Jul
Charming 120-year-old farmhouse by the creek
Equestrian House Suites
Terrace/patio

Equestrian House Suites

2.5 star property
The price is HK$918
HK$2,741 total
includes taxes & fees
7 Jul - 8 Jul
Equestrian House Suites
Charming & Private Delaware Riverfront Home near Callicoon NY
Fridge, microwave, oven, stovetop

Charming & Private Delaware Riverfront Home near Callicoon NY

9.8 out of 10, Exceptional, (176)
"Photos are somewhat deceiving- house is more “worn out” than I expected. Owner Joe was great, helpful, very gracious bring us breakfast treats and credit at local bakery. Location on the Delaware is spectacular !!!"
Charming & Private Delaware Riverfront Home near Callicoon NY
Brand New! Riverfront River Bend Cabin - Catskill fly fishing outside your door!
Miscellaneous

Brand New! Riverfront River Bend Cabin - Catskill fly fishing outside your door!

10.0 out of 10, Exceptional, (27)
"Beautiful place and thought full owners experience was great "
Brand New! Riverfront River Bend Cabin - Catskill fly fishing outside your door!
Modern Suite | Near BU, Hospitals & Downtown | NY
Fridge, microwave, oven, stovetop

Modern Suite | Near BU, Hospitals & Downtown | NY

9.6 out of 10, Exceptional, (12)
"This was a very nice place to lay your head, which is what we did. The amenities were a bit lower quality than expected, however it met the immediate need."
The price is HK$683
HK$4,063 total
includes taxes & fees
8 Jul - 9 Jul
Modern Suite | Near BU, Hospitals & Downtown | NY
Cozy ranch 3-bedroom house with WiFi, AC in brilliant Vestal
Living area

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

6.0 out of 10, (4)
"Our stay was great!"
The price is HK$1,915
HK$2,918 total
includes taxes & fees
13 Jul - 14 Jul
Cozy ranch 3-bedroom house with WiFi, AC in brilliant Vestal
Spectacular Catskill Mountain River Front Custom Log Home
TV, DVD player

Spectacular Catskill Mountain River Front Custom Log Home

10.0 out of 10, Exceptional, (66)
"Great Location"
Spectacular Catskill Mountain River Front Custom Log Home
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
Exterior

Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY

9.8 out of 10, Exceptional, (127)
"Very nice property with everything you would ever need. Super host. "
The price is HK$1,327
HK$2,767 total
includes taxes & fees
30 Jul - 31 Jul
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
Cheerful 4 rooms Cabin with 2 bath near BU
Fridge, microwave, oven, stovetop

Cheerful 4 rooms Cabin with 2 bath near BU

10.0 out of 10, Exceptional, (19)
"Here for a college tour. Very convenient to Binghamton University. Host was quick to respond to all our needs and very gracious. "
Cheerful 4 rooms Cabin with 2 bath near BU
Lakefront Gem: Hot Tub & Game Room in Hancock
Games room

Lakefront Gem: Hot Tub & Game Room in Hancock

9.8 out of 10, Exceptional, (44)
"Great host, great property, great stay. Secluded, big, well put together and comfortable. Would highly recommend and will 100% be staying again."
Lakefront Gem: Hot Tub & Game Room in Hancock
Indoor Pool,Largest Game Lodge,Sleeps 39
Terrace/patio

Indoor Pool,Largest Game Lodge,Sleeps 39

10.0 out of 10, Exceptional, (51)
"A group of us stayed for two nights and the property absolutely exceeded our expectations. Leah was a great communicator and I would absolutely recommend this property for a group to get away and enjoy all of the activities it has to offer."
Indoor Pool,Largest Game Lodge,Sleeps 39
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
Exterior

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

9.8 out of 10, Exceptional, (26)
"This was our 3rd year staying at this property and it never disappoints. The house is perfect for our large group and is always in excellent condition. The owner is very responsive and helpful. "
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
Breathtaking 44+ Acre Country Estate
Fridge, microwave, oven, stovetop

Breathtaking 44+ Acre Country Estate

10.0 out of 10, Exceptional, (32)
"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
!!LAKEFRONT house with baby goats!!
View from property

!!LAKEFRONT house with baby goats!!

9.8 out of 10, Exceptional, (13)
"We loved the house. "
!!LAKEFRONT house with baby goats!!
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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Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Windsor is known for its parks and basketball games. Make sure you have time to check out the cafés and bars during your trip.

What are some of the best holiday rentals that Windsor has to offer?

Charming & Private Delaware Riverfront Home near Callicoon NY: This holiday home rental outside of Windsor is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Windsor?

Explore the area and cultural attractions such as Deposit Historical Museum, or visit one of the family-friendly sights such as Animal Adventure Park. Susquehanna River and West Branch Delaware River are a couple of places you'll find in the wider area.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.