Estia Villas - Vacation Rentals in Woodstock
Ski Chalet
10.0
(
75 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1400 ft²
-
Parking -
Pool -
Spa -
Ocean View
US $444
/Night
7 Nights - $3,109
Bed & Breakfast
9.5
(
98 Reviews
)
6 Bedrooms
6 Bathrooms
15 Guests
204.51 ft²
-
Hot Tub -
Breakfast -
Parking
-
Skiing
US $279
/Night
7 Nights - $1,953
Bed & Breakfast
10.0
(
51 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Spa
US $422
/Night
7 Nights - $2,956
House
10.0
(
62 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1100 ft²
-
Parking
-
Skiing
-
Balcony/Terrace -
Kitchen
US $430
/Night
7 Nights - $3,011
House
10.0
(
31 Reviews
)
5 Bedrooms
5 Bathrooms
4 Guests
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $1,052
/Night
7 Nights - $7,361
House
10.0
(
14 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2474 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,144
/Night
7 Nights - $8,009
House
9.8
(
32 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $572
/Night
7 Nights - $4,001
House
9.8
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $459
/Night
7 Nights - $3,215
See More Woodstock Vacation Rentals
Luxury Places to Stay in Woodstock
Over 107+
Luxury Places to Stay in or Near Woodstock
House
3 Bedrooms
3 Bathrooms
6 Guests
-
Private Pool -
Parking
-
Pool
-
Kitchen
US $2,200
/Night
7 Nights - $15,397
House
3 Bedrooms
5 Bathrooms
6 Guests
5898.62 ft²
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
US $2,146
/Night
7 Nights - $15,024
House
10.0
(
16 Reviews
)
4 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,301
/Night
7 Nights - $9,104
House
9.8
(
48 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2700 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,179
/Night
7 Nights - $8,251
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
6 Guests
3000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,028
/Night
7 Nights - $7,195
New
House
4 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $847
/Night
7 Nights - $5,930
House
9.0
(
12 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
5200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $846
/Night
7 Nights - $5,924
Cabin
9.6
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1400 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $790
/Night
7 Nights - $5,532
See More Woodstock Luxury Vacation Rentals
Find More Woodstock Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Woodstock
Over 14+
Top-Rated Vacation Rentals with a Pool in or Near Woodstock
Other
10.0
(
44 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $557
/Night
7 Nights - $3,900
Bed & Breakfast
9.6
(
67 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $490
/Night
7 Nights - $3,427
US $288
/Night
7 Nights - $2,015
US $593
/Night
7 Nights - $4,150
Resort
8.9
(
180 Reviews
)
409.03 ft²
-
Private Pool
-
Oceanfront -
Hot Tub
-
Breakfast
US $642
/Night
7 Nights - $4,496
US $676
/Night
7 Nights - $4,729
House
10.0
(
24 Reviews
)
3 Bedrooms
3 Bathrooms
7 Guests
2200 ft²
-
Breakfast
-
Parking
-
Pool
-
Spa
US $470
/Night
7 Nights - $3,292
House
9.4
(
35 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2200 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $239
/Night
7 Nights - $1,670
Pet-Friendly Vacation Rentals in Woodstock
Over 22+
Pet-Friendly Vacation Rentals in or Near Woodstock
House
9.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1052 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $450
/Night
7 Nights - $3,151
Bed & Breakfast
9.4
(
75 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
276.27 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
View
US $299
/Night
7 Nights - $2,093
US $95
/Night
7 Nights - $662
House
8.8
(
3 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1398 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $497
/Night
7 Nights - $3,477
House
4 Bedrooms
3 Bathrooms
7 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $651
/Night
7 Nights - $4,560
Apartment
10.0
(
69 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1700 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $386
/Night
7 Nights - $2,700
House
10.0
(
9 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2515 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $538
/Night
7 Nights - $3,765
Apartment
9.8
(
66 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $331
/Night
7 Nights - $2,318
See More Pet-Friendly Vacation Rentals in Woodstock on PetFriendly.io
Large Vacation Homes & Villas in Woodstock
Over 11+
Large Vacation Homes & Villas in or Near Woodstock
House
10.0
(
10 Reviews
)
5 Bedrooms
4 Bathrooms
6 Guests
2700 ft²
-
Parking
-
Spa
-
Ocean View
-
Balcony/Terrace
US $631
/Night
7 Nights - $4,418
Bed & Breakfast
9.5
(
10 Reviews
)
9 Bedrooms
9 Bathrooms
18 Guests
440.12 ft²
-
Breakfast
-
Parking
-
Skiing
-
Balcony/Terrace
US $329
/Night
7 Nights - $2,302
House
9.2
(
11 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
-
Parking
-
Lake View -
Balcony/Terrace
-
View
US $386
/Night
7 Nights - $2,702
Bed & Breakfast
9.2
(
154 Reviews
)
7 Bedrooms
7 Bathrooms
17 Guests
278.32 ft²
-
Breakfast
-
EV Charge Station -
Parking
-
Skiing
US $238
/Night
7 Nights - $1,666
House
9.0
(
12 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
5200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $576
/Night
7 Nights - $4,033
House
5 Bedrooms
3 Bathrooms
12 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,722
/Night
7 Nights - $12,053
House
1 Bedroom
5 Bathrooms
12 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,627
/Night
7 Nights - $11,388
House
4.9
(
24 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
3218 ft²
-
Balcony/Terrace
-
Kitchen
-
Child Friendly -
Laundry
US $550
/Night
7 Nights - $3,850
See More Family Vacation Rentals in Woodstock on FVR
Wheelchair Accessible Vacation Homes in Woodstock
Over 3+
Wheelchair Accessible Vacation Homes in or Near Woodstock
House
3 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,856
/Night
7 Nights - $12,990
US $259
/Night
7 Nights - $1,815
US $224
/Night
7 Nights - $1,568
Woodstock Vacation Rentals and Airbnb Places to Stay Under $200
Over 21+
Woodstock Vacation Rentals and Airbnb Places to Stay Under $200
Bed & Breakfast
1 Bedroom
1 Bathroom
4 Guests
344 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $175
/Night
7 Nights - $1,228
Bed & Breakfast
8.7
(
137 Reviews
)
9 Bedrooms
9 Bathrooms
18 Guests
251.16 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $175
/Night
7 Nights - $1,225
Bed & Breakfast
9.6
(
296 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Air Conditioner
US $197
/Night
7 Nights - $1,378
Bed & Breakfast
1 Bedroom
1 Bathroom
2 Guests
344 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $174
/Night
7 Nights - $1,220
Bed & Breakfast
1 Bedroom
1 Bathroom
4 Guests
344 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $173
/Night
7 Nights - $1,212
Bed & Breakfast
1 Bedroom
1 Bathroom
2 Guests
344 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $171
/Night
7 Nights - $1,196
Bed & Breakfast
1 Bedroom
1 Bathroom
2 Guests
344 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $154
/Night
7 Nights - $1,075
Bed & Breakfast
1 Bedroom
1 Bathroom
4 Guests
344 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $150
/Night
7 Nights - $1,050
See More Woodstock Vacation Rental Deals
Instantly Bookable Vacation Homes in Woodstock
Over 27+
Instantly Bookable Vacation Homes in or Near Woodstock
House
9.8
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $554
/Night
7 Nights - $3,881
House
9.2
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2186 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $544
/Night
7 Nights - $3,811
House
8.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
1930 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $559
/Night
7 Nights - $3,911
House
3 Bedrooms
2 Bathrooms
6 Guests
1520 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $511
/Night
7 Nights - $3,580
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $978
/Night
7 Nights - $6,847
Bed & Breakfast
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
344 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $188
/Night
7 Nights - $1,315
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
2186 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $681
/Night
7 Nights - $4,765
Bed & Breakfast
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
344 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $196
/Night
7 Nights - $1,371
About Woodstock Vacation Rentals
With more than 116 Woodstock vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Woodstock.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Woodstock, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Woodstock. Places to stay near Woodstock are 991.25 ft² on average, with prices averaging US $553 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Woodstock with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Woodstock
| Type | Count |
|---|---|
| Vacation Homes | 60 |
| B&B | 28 |
| Hotels | 11 |
| Holiday Apartments | 5 |
| Cabin Rentals | 4 |
| Cottages | 4 |
| Resorts | 2 |
| Others | 1 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Woodstock
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Woodstock.
Weather in Woodstock
View the weather forecast for Woodstock before booking your Woodstock Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Woodstock, VT
Estiavillas offers a large selection of top attractions around Woodstock. Research things to do on your vacation before you visit Woodstock.
Suicide Six Ski Area
Woodstock Country Club
Billings Farm and Museum
Woodstock Town Hall Theatre
Mount Tom Peak
Marsh-Billings-Rockefeller National Historical Park
Dana House Museum
VINS Nature Center
Billings Park and Trail
Ottaquechee River
Vermont Institute of Natural Science
Union Arena Community Center
Lakota Lake
Red Wagon Toy Company
Mt Ascutney Hospital and Health Center Primary Care - Woodstock
Ottauquechee Health Center
Taftsville Covered Bridge
Killington Resort
Okemo Mountain Resort
Dartmouth College
Other Places to Stay Near Woodstock, VT
Taftsville Covered Bridge
309 Properties
West Woodstock
97 Properties
Woodstock Town Hall Theatre
91 Properties
Red Wagon Toy Company
89 Properties
Billings Park and Trail
89 Properties
Mount Tom Peak
89 Properties
Dana House Museum
88 Properties
Mt Ascutney Hospital and Health Center Primary Care - Woodstock
86 Properties
Ottauquechee Health Center
86 Properties
Billings Farm and Museum
85 Properties
Union Arena Community Center
83 Properties
Ottaquechee River
83 Properties
Woodstock Vacation Rental Frequently Asked Questions
Which vacation homes in Woodstock are best for families?
If you are looking for a family-friendly vacation home in Woodstock, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Woodstock:
How many vacation rentals are available in Woodstock?
Currently, the total number of properties listed in 2026 is over 116 in the Woodstock area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Woodstock.
