Book Windsor County, VT Cottages
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top cities with Cottages to explore in Windsor County
Woodstock
Cottages
Top Cottages in Windsor County
Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.
Norwich VT
A garden is available at this cottage.
Kitchen
Free WiFi
Woodstock Village Carriage House
Woodstock VT
This cottage includes a garden and laundry facilities.
Kitchen
Washer
Addie's Place: A Quiet and Quirky Guesthouse
Hartford VT
$229 nightly
The price is $259 total per night
$259 total
Jul 19 - Jul 20
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Pet friendly
Free WiFi
Cozy Historic Hilltop Cottage with Mount Ascutney View
West Windsor VT
A gym is featured at this cottage, along with a garden and barbecue grills.
Pool
Kitchen
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Reading VT
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Ludlow VT
A hot tub is featured at this cottage, along with a garden and barbecue grills.
Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish VT
$539 nightly
The price is $604 total per night
$604 total
Jul 12 - Jul 13
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Chester VT
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Family-friendly Ludlow Cabin on Lake Pauline!
Ludlow VT
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Dryer
Vermont Retreat w/ Hot Tub: Romantic Getaway
Rochester VT
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Pet friendly
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow VT
$406 nightly
The price is $447 total per night
$447 total
Jul 11 - Jul 12
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station and barbecue grills are also provided.
Kitchen
Washer
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.
Top Cottages in Windsor County
Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.
Norwich VT
A garden is available at this cottage.
Kitchen
Free WiFi
Woodstock Village Carriage House
Woodstock VT
This cottage includes a garden and laundry facilities.
Kitchen
Washer
Addie's Place: A Quiet and Quirky Guesthouse
Hartford VT
$229 nightly
The price is $259 total per night
$259 total
Jul 19 - Jul 20
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Pet friendly
Free WiFi
Cozy Historic Hilltop Cottage with Mount Ascutney View
West Windsor VT
A gym is featured at this cottage, along with a garden and barbecue grills.
Pool
Kitchen
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Reading VT
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Ludlow VT
A hot tub is featured at this cottage, along with a garden and barbecue grills.
Hot Tub
Kitchen
Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish VT
$539 nightly
The price is $604 total per night
$604 total
Jul 12 - Jul 13
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Chester VT
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Family-friendly Ludlow Cabin on Lake Pauline!
Ludlow VT
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Dryer
Vermont Retreat w/ Hot Tub: Romantic Getaway
Rochester VT
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Pet friendly
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow VT
$406 nightly
The price is $447 total per night
$447 total
Jul 11 - Jul 12
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A computer station and barbecue grills are also provided.
Kitchen
Washer
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.
Top hotels in Windsor County
Align Inn Vermont
5817 Woodstock Rd Quechee VT
$130 nightly
The price is $143 total per night from Jul 13 to Jul 14
$143 total
Jul 13 - Jul 14
Total with taxes and fees
9.4/10 Exceptional! (1,240 reviews)
Windsor County Cottages essential information
Accommodation | 53 Cottages |
|---|---|
Lowest Price | $134 |
Highest Price | $604 |
Popular accommodation | Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co., Woodstock Village Carriage House, Addie's Place: A Quiet and Quirky Guesthouse, Cozy Historic Hilltop Cottage with Mount Ascutney View, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Terrific 3-bedroom cottage with AC in charming Cavendish, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!, Family-friendly Ludlow Cabin on Lake Pauline!, Vermont Retreat w/ Hot Tub: Romantic Getaway, Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit, Resort-style Community! Quechee Chalet w/ Deck |
Windsor County Cottages essential information
Accommodation | 53 Cottages |
|---|---|
Lowest Price | $134 |
Highest Price | $604 |
Popular accommodation | Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co., Woodstock Village Carriage House, Addie's Place: A Quiet and Quirky Guesthouse, Cozy Historic Hilltop Cottage with Mount Ascutney View, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Terrific 3-bedroom cottage with AC in charming Cavendish, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!, Family-friendly Ludlow Cabin on Lake Pauline!, Vermont Retreat w/ Hot Tub: Romantic Getaway, Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit, Resort-style Community! Quechee Chalet w/ Deck |
Explore More Ways to Travel with Travelocity
- 5 Star Hotels in North Pomfret
- Farmstay in South Woodstock
- B&B in South Woodstock
- Pet Friendly Hotels in South Woodstock
- South Woodstock Hotels
- Resorts in South Woodstock
- Hotels with Pools in Hartford
- Hotels with Free Breakfast in Hartford
- Hotels with Free Parking in Hartford
- Pet Friendly Hotels in Hartford
- Hartford Hotels
- Hotels near Route 4 Glassblowing Studio
- Hotels near Vermont Institiute of Natural Science
- Hotels near Simon Pearce Mill
- Farmstay in Woodstock
- Apartments in Woodstock
- B&B in Woodstock
- Cabins in Woodstock
- Pod Hotels in Woodstock
- Castles in Woodstock
- Condos in Woodstock
- Country Houses in Woodstock
- Extended Stay Hotels in Woodstock
- Guest Houses in Woodstock
- Holiday Park Resorts in Woodstock
- Adults Only Resorts & in Woodstock
- All Inclusive Resorts & in Woodstock
- Casino Resorts & in Woodstock
- Cheap Hotels in Woodstock
- Kid Friendly Hotels in Woodstock
- Hotels with Balconies in Woodstock
- Hotels with Bar in Woodstock
- Hotels with Hot Tubs in Woodstock
- Hotels with an Indoor Pool in Woodstock
- Pet Friendly Hotels in Woodstock
- Romantic Getaways & Hotels in Woodstock
- Ski Resorts and in Woodstock
- Spa Resorts & in Woodstock
- Woodstock Hotels
- Inns in Woodstock
- Motels in Woodstock
- Pousadas in Woodstock
- Rv Parks in Woodstock
- Ranches in Woodstock
- Resorts in Woodstock
- Treehouses in Woodstock
- Apartments in Quechee
- B&B in Quechee
- Cabins in Quechee
- Chalets in Quechee
- Condos in Quechee
- Cottages in Quechee
- Extended Stay Hotels in Quechee
- Casino Resorts & in Quechee
- Cheap Hotels in Quechee
- Golf Resorts & in Quechee
- Hotels with an Indoor Pool in Quechee
- Luxury Hotels in Quechee
- Pet Friendly Hotels in Quechee
- Romantic Getaways & Hotels in Quechee
- Ski Resorts and in Quechee
- Spa Resorts & in Quechee
- Quechee Hotels
- Hotels near Green Mountain Rock Climbing Center
- Hotels near Billings Farm and Museum
- Hotels near Saskadena Six Ski Area
- Hotels with Pools in West Woodstock
- Hotels with Hot Tubs in West Woodstock
- West Woodstock Hotels
- Hotels near Woodstock Town Hall Theatre
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Hotels near VINS Nature Center
- Hotels near Long Trail Brewing Company
- Hotels near Quechee Gorge Village
- 4 Star Hotels in Taftsville
- B&B in Taftsville
- Cottages in Taftsville
- Hotels near Quechee State Park
- Hotels near Sugarbush Farm
- Hotels near Red Wagon Toy Company
- Hotels near Quechee Gorge Bridge
- 5 Star Hotels in North Pomfret
- Farmstay in South Woodstock
- B&B in South Woodstock
- Pet Friendly Hotels in South Woodstock
- South Woodstock Hotels
- Resorts in South Woodstock
- Hotels with Pools in Hartford
- Hotels with Free Breakfast in Hartford
- Hotels with Free Parking in Hartford
- Pet Friendly Hotels in Hartford
- Hartford Hotels
- Hotels near Route 4 Glassblowing Studio
- Hotels near Vermont Institiute of Natural Science
- Hotels near Simon Pearce Mill
- Farmstay in Woodstock
- Apartments in Woodstock
- B&B in Woodstock
- Cabins in Woodstock
- Pod Hotels in Woodstock
- Castles in Woodstock
- Condos in Woodstock
- Country Houses in Woodstock
- Extended Stay Hotels in Woodstock
- Guest Houses in Woodstock
- Holiday Park Resorts in Woodstock
- Adults Only Resorts & in Woodstock
- All Inclusive Resorts & in Woodstock
- Casino Resorts & in Woodstock
- Cheap Hotels in Woodstock
- Kid Friendly Hotels in Woodstock
- Hotels with Balconies in Woodstock
- Hotels with Bar in Woodstock
- Hotels with Hot Tubs in Woodstock
- Hotels with an Indoor Pool in Woodstock
- Pet Friendly Hotels in Woodstock
- Romantic Getaways & Hotels in Woodstock
- Ski Resorts and in Woodstock
- Spa Resorts & in Woodstock
- Woodstock Hotels
- Inns in Woodstock
- Motels in Woodstock
- Pousadas in Woodstock
- Rv Parks in Woodstock
- Ranches in Woodstock
- Resorts in Woodstock
- Treehouses in Woodstock
- Apartments in Quechee
- B&B in Quechee
- Cabins in Quechee
- Chalets in Quechee
- Condos in Quechee
- Cottages in Quechee
- Extended Stay Hotels in Quechee
- Casino Resorts & in Quechee
- Cheap Hotels in Quechee
- Golf Resorts & in Quechee
- Hotels with an Indoor Pool in Quechee
- Luxury Hotels in Quechee
- Pet Friendly Hotels in Quechee
- Romantic Getaways & Hotels in Quechee
- Ski Resorts and in Quechee
- Spa Resorts & in Quechee
- Quechee Hotels
- Hotels near Green Mountain Rock Climbing Center
- Hotels near Billings Farm and Museum
- Hotels near Saskadena Six Ski Area
- Hotels with Pools in West Woodstock
- Hotels with Hot Tubs in West Woodstock
- West Woodstock Hotels
- Hotels near Woodstock Town Hall Theatre
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Hotels near VINS Nature Center
- Hotels near Long Trail Brewing Company
- Hotels near Quechee Gorge Village
- 4 Star Hotels in Taftsville
- B&B in Taftsville
- Cottages in Taftsville
- Hotels near Quechee State Park
- Hotels near Sugarbush Farm
- Hotels near Red Wagon Toy Company
- Hotels near Quechee Gorge Bridge