Kingston Cottage Rentals & Holiday Homes
Find the best cottages in Kingston - We found 120 exact matches
About Kingston Luxury Rental on Top Winter Vacations
Searching for cottages to rent near Kingston? Top Winter Vacations features more than 120 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Kingston have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Top Winter Vacations’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Kingston.
Are you planning to travel to the lakeside, beach, or mountain area? Top Winter Vacations’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Top Winter Vacations boasts of 120 holiday cottages and places to stay in Kingston. The site provides unique Airbnb, VRBO, Top Winter Vacations-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Kingston Cottage Rentals
What are the top rated Cottage Rentals in Kingston?
There are a lot of options in Kingston. If you plan on staying in the Kingston area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Kingston:
- INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
- Snow & Winter Adventures! Book this cottage w/hot tub & snuggle by the fire!
- Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
- 1930's 1 bedroom cottage updatedn with charm, pet friendly, near hiking trails
- Classic Cottage w/Beautiful Catskill View, onn5 peaceful acres. Weekly discount!
- The CubHouse
- Mountain view, mid-century style, 1 mile to town!
- Three bedroom house near Bard College with wood burning stove & baby grand piano
- A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
- Charming Cottage in Private Lake Community (Pet-Friendly!)
How much does it cost to rent a cottage in Kingston?
The average cost for a cottage rental in Kingston is $296 per night. Topwintervacations has a wide list of great cottages near Kingston that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Kingston that allow pets?
Yes, here are the top cottage rentals in Kingston that allow you to bring your pet:
- Beautiful Charming Cottage 4 min from Woodstock
- NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
- Kingston Home < 2 Mi to Bluestone Wild Forest
- Modern Cottage One (The Lorca, Catskills)
See all pet-friendly vacation rentals in Kingston on Topwintervacations
Do you have any rental cottages in Kingston that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Kingston to find one that works for you.
Are there quality cottages in Kingston that have indoor swimming pools?
As of 2026, the data from Topwintervacations shows that there are Over 120 private swimming pools or cottages with indoor pools in the Kingston area along with other great amenities.