Woodstock Luxury Vacation Rentals
Historic Charm Located On The River - Rustic Chic
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Garden area
The 2-bedroom Historic Charm Located On The River - Rustic Chic Woodstock villa is nestled nearly 10 minutes' walk from Ottaquechee River and can accommodate up to 4 guests. Located 4.3 km from Woodstock Town Crier, the holiday home comes with a patio and a golf course for added enjoyment.
Historic Charm Located On The River - Rustic Chic villa offers a casino for entertainment, as well as fisheries for sport lovers.
Historic Charm Located On The River - Rustic Chic
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Garden area
Historic Charm Located On The River - Rustic Chic
The 2-bedroom Historic Charm Located On The River - Rustic Chic Woodstock villa is nestled nearly 10 minutes' walk from Ottaquechee River and can accommodate up to 4 guests. Located 4.3 km from Woodstock Town Crier, the holiday home comes with a patio and a golf course for added enjoyment.
Historic Charm Located On The River - Rustic Chic villa offers a casino for entertainment, as well as fisheries for sport lovers.
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Top location
The Woodstock Bungalow - Walk To The Village
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
1-bedroom The Woodstock Bungalow - Walk To The Village offers proximity to nearby tourist spots, such as Collective Art Gallery, situated about a 15-minute walk away. With a maximum capacity of 8 guests, the accommodation offers private parking.
The Woodstock Bungalow - Walk To The Village
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
The Woodstock Bungalow - Walk To The Village
1-bedroom The Woodstock Bungalow - Walk To The Village offers proximity to nearby tourist spots, such as Collective Art Gallery, situated about a 15-minute walk away. With a maximum capacity of 8 guests, the accommodation offers private parking.
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Great deal
The Lotus Retreat At Grove Hill
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
The 85 m² The Lotus Retreat At Grove Hill Apartment Woodstock is located within a 10-minute drive of FH Gillingham & Sons General Store and about 3 km from VINS Nature Center. The maximum occupancy at this 1-bedroom apartment is 2 guests.
The Lotus Retreat At Grove Hill
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
The Lotus Retreat At Grove Hill
The 85 m² The Lotus Retreat At Grove Hill Apartment Woodstock is located within a 10-minute drive of FH Gillingham & Sons General Store and about 3 km from VINS Nature Center. The maximum occupancy at this 1-bedroom apartment is 2 guests.
Cheap Vacation Rentals in Woodstock Vermont
Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ski to door
- Sun terrace
The 2-bedroom Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt Montpelier apartment is merely 650 metres from Morse Farm Maple Sugarworks and can accommodate up to 3 guests. Hubbard Public Park lies 3.8 km from the apartment, while Hunger Mountain Co-op is situated about a 10-minute drive away.
Thanks to luxuries such as a sun deck and a picnic area at Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt apartment, the ultimate relaxation experience is ensured.
Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ski to door
- Sun terrace
Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt
The 2-bedroom Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt Montpelier apartment is merely 650 metres from Morse Farm Maple Sugarworks and can accommodate up to 3 guests. Hubbard Public Park lies 3.8 km from the apartment, while Hunger Mountain Co-op is situated about a 10-minute drive away.
Thanks to luxuries such as a sun deck and a picnic area at Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt apartment, the ultimate relaxation experience is ensured.
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Guest favorite
Grunberg Haus Inn & Cabins
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Located 4.6 km from Perry Hill Trailhead, the family Grunberg Haus Inn & Cabins Waterbury offers a games room for guests' leisure. The lodge provides a ski storage room and snowboarding, as well as a sundeck and a picnic area for an enjoyable stay.
Snowboarding, hiking, and skiing are available.
Grunberg Haus Inn & Cabins
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Grunberg Haus Inn & Cabins
Located 4.6 km from Perry Hill Trailhead, the family Grunberg Haus Inn & Cabins Waterbury offers a games room for guests' leisure. The lodge provides a ski storage room and snowboarding, as well as a sundeck and a picnic area for an enjoyable stay.
Snowboarding, hiking, and skiing are available.
Robert Frost Mountain Cabins
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Skiing
- Garden area
The 7-room Robert Frost Mountain Cabins Middlebury is located 4.2 km from Historic Ripton Community Church and allows guests to enjoy snow skiing and hiking. The lodge, located in a recreational part of Middlebury, offers a chance to unwind in a Jacuzzi.
There is a spa service to relax in after a busy day.
Robert Frost Mountain Cabins
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Skiing
- Garden area
Robert Frost Mountain Cabins
The 7-room Robert Frost Mountain Cabins Middlebury is located 4.2 km from Historic Ripton Community Church and allows guests to enjoy snow skiing and hiking. The lodge, located in a recreational part of Middlebury, offers a chance to unwind in a Jacuzzi.
There is a spa service to relax in after a busy day.
Pet Friendly Vacation Rentals Woodstock Vermont
North Shire Lodge
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Ski pass vendor
- Pool with view
Offering a sunbathing terrace and a picnic area for guests' leisure, North Shire Lodge Manchester is situated about 3 km from the summer house "Hildene-The Lincoln Family Home". Providing a heated pool, the 8-room villa also offers hiking and skiing for active guests.
North Shire Lodge
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Ski pass vendor
- Pool with view
North Shire Lodge
Offering a sunbathing terrace and a picnic area for guests' leisure, North Shire Lodge Manchester is situated about 3 km from the summer house "Hildene-The Lincoln Family Home". Providing a heated pool, the 8-room villa also offers hiking and skiing for active guests.
Artful Lodging & Retreats
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Set nearly a 15-minute walk from Ceres Statue, Artful Lodging & Retreats Montpelier apartment comprises a patio and a dining area overlooking the garden. The unique 3-room apartment features Wi-Fi, along with private parking for guests travelling by car.
This accommodation boasts a range of luxurious amenities, including a sundeck and a picnic area for the ultimate relaxation experience. Such activities as hiking and badminton are provided for sports fans.
Artful Lodging & Retreats
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
Artful Lodging & Retreats
Set nearly a 15-minute walk from Ceres Statue, Artful Lodging & Retreats Montpelier apartment comprises a patio and a dining area overlooking the garden. The unique 3-room apartment features Wi-Fi, along with private parking for guests travelling by car.
This accommodation boasts a range of luxurious amenities, including a sundeck and a picnic area for the ultimate relaxation experience. Such activities as hiking and badminton are provided for sports fans.
Idyllic Wallingford Retreat - Near Skiing & Hiking
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
The 1-bedroom Idyllic Wallingford Retreat - Near Skiing & Hiking villa offers proximity to such city sites as Wallingford First Baptist Church, located just a 5-minute walk away. The welcoming holiday home is suitable for up to 2 guests and features parking.
Idyllic Wallingford Retreat - Near Skiing & Hiking
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
Idyllic Wallingford Retreat - Near Skiing & Hiking
The 1-bedroom Idyllic Wallingford Retreat - Near Skiing & Hiking villa offers proximity to such city sites as Wallingford First Baptist Church, located just a 5-minute walk away. The welcoming holiday home is suitable for up to 2 guests and features parking.
Woodstock Vacation Rentals Oceanfront
Owl'S Nest Resort
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
Situated 2.4 km from Campton Cupboard, Owl'S Nest Resort Thornton villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in.
Lawn tennis can be enjoyed on-site.
Owl'S Nest Resort
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Heated swimming pool
Owl'S Nest Resort
Situated 2.4 km from Campton Cupboard, Owl'S Nest Resort Thornton villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in.
Lawn tennis can be enjoyed on-site.
Birch House: Cozy Cabin 5 Min From Okemo
- BBQ facilities
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Offering a location 3.2 km from Black River Academy Museum, the 4-bedroom Birch House: Cozy Cabin 5 Min From Okemo Ludlow gives access to various tourist spots in the area. With a maximum capacity of 8 guests, this 2-bathroom villa offers parking.
Birch House: Cozy Cabin 5 Min From Okemo
- BBQ facilities
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Birch House: Cozy Cabin 5 Min From Okemo
Offering a location 3.2 km from Black River Academy Museum, the 4-bedroom Birch House: Cozy Cabin 5 Min From Okemo Ludlow gives access to various tourist spots in the area. With a maximum capacity of 8 guests, this 2-bathroom villa offers parking.
Bon Vie Chalet
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
- Garden area
Offering a picnic area and a golf course for guests' leisure, the 3-bedroom Bon Vie Chalet Ludlow is situated about 25 minutes' walk from the natural waterfalls "Buttermilk Falls". Featuring a Jacuzzi, the holiday home is 3.1 km from Camp Plymouth State Park.
The area is popular for those who like snow skiing, hiking, and cycling.
Bon Vie Chalet
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
- Garden area
Bon Vie Chalet
Offering a picnic area and a golf course for guests' leisure, the 3-bedroom Bon Vie Chalet Ludlow is situated about 25 minutes' walk from the natural waterfalls "Buttermilk Falls". Featuring a Jacuzzi, the holiday home is 3.1 km from Camp Plymouth State Park.
The area is popular for those who like snow skiing, hiking, and cycling.
Woodstock Vacation Rentals with Private Pool
Killington Center Inn & Suites By Killington Vr - 1 Bedrooms
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
The 5-room Killington Center Inn & Suites By Killington Vr - 1 Bedrooms offers easy access to such tourist sites as North Star Vacation Club, located a mere 6 minutes' walk away. At this apartment, Wi-Fi and a private parking lot are also provided.
Sports activities in the area include snow skiing, hiking, and fisheries.
Killington Center Inn & Suites By Killington Vr - 1 Bedrooms
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Killington Center Inn & Suites By Killington Vr - 1 Bedrooms
The 5-room Killington Center Inn & Suites By Killington Vr - 1 Bedrooms offers easy access to such tourist sites as North Star Vacation Club, located a mere 6 minutes' walk away. At this apartment, Wi-Fi and a private parking lot are also provided.
Sports activities in the area include snow skiing, hiking, and fisheries.
Historic Valley View
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Ski to door
- Garden area
The 3-bedroom Historic Valley View Waitsfield villa boasts a location about 5 minutes' walk from Pine Brook Covered Bridge and offers guests to enjoy a games room. Located 2.7 km from Hartshorn Organic Farm, the accommodation features snow skiing, hiking, and horseback riding.
Historic Valley View
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Ski to door
- Garden area
Historic Valley View
The 3-bedroom Historic Valley View Waitsfield villa boasts a location about 5 minutes' walk from Pine Brook Covered Bridge and offers guests to enjoy a games room. Located 2.7 km from Hartshorn Organic Farm, the accommodation features snow skiing, hiking, and horseback riding.
Fat Sheep Farm & Cabins
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tea and coffee facilities
- Sun terrace
The 5-room Fat Sheep Farm & Cabins Windsor is located approximately 15 minutes by car from Artisans Park, giving access to various tourist spots nearby.
Fat Sheep Farm & Cabins
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tea and coffee facilities
- Sun terrace
Fat Sheep Farm & Cabins
The 5-room Fat Sheep Farm & Cabins Windsor is located approximately 15 minutes by car from Artisans Park, giving access to various tourist spots nearby.
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Private beach
Baker Rocks
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Garden area
Staying at the 4-room Baker Rocks Villa Rumney, guests can visit Polar Caves Park, which is around 4 km away. Featuring fitness classes, as well as a fitness room for active guests, this Rumney holiday home is about a 10-minute drive from Quincy Bog Natural Area.
Baker Rocks
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Garden area
Baker Rocks
Staying at the 4-room Baker Rocks Villa Rumney, guests can visit Polar Caves Park, which is around 4 km away. Featuring fitness classes, as well as a fitness room for active guests, this Rumney holiday home is about a 10-minute drive from Quincy Bog Natural Area.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Woodstock, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Historic Charm Located On The River - Rustic Chic |
9.2 / 10 (7 Reviews) |
From 429$ | |
| Spacious Country Retreat Close To Town And Nature, Sylvana Farm Vt |
9.9 / 10 (51 Reviews) |
From 148$ | |
| Grunberg Haus Inn & Cabins |
9.5 / 10 (83 Reviews) |
From 276$ | |
| Robert Frost Mountain Cabins |
9.9 / 10 (39 Reviews) |
From 352$ | |
| North Shire Lodge |
9.2 / 10 (49 Reviews) |
From 192$ |
Frequently Asked Questions
Which Woodstock vacation rentals offer parking?
North Shire Lodge and Owl's Nest Resort both provide parking for guests. This makes it easier to explore Woodstock and nearby attractions.
Reserve your parking spot in advance, especially during weekends when carpools and outdoor events attract more visitors.
What are some vacation rentals in Woodstock with breakfast included?
Artful Lodging & Retreats and Grunberg Haus Inn & Cabins offer breakfast with their stays. Guests can enjoy local flavors before heading out for their day.
Arrive early to enjoy a larger selection at breakfast, as options can run out after 9:30 AM.
Which Woodstock vacation rentals have a pool?
Owl's Nest Resort has a pool that is perfect for relaxation after a day of hiking. It's great for families and individuals looking to unwind.
Visit the pool area during weekdays for a quieter experience, especially in the mornings.
Can I find pet-friendly vacation rentals in Woodstock?
Fat Sheep Farm & Cabins allows pets, making it suitable for animal lovers traveling with their dogs. This way, you can have a comfortable stay while enjoying the great outdoors.
Keep your dog on a leash while exploring the nearby trails to ensure a pleasant experience for everyone.
Which Woodstock rentals are spacious for families?
The Lotus Retreat At Grove Hill and Historic Valley View both offer spacious accommodation for families. They have multiple bedrooms and spacious living areas.
Book a unit with a kitchen to prepare meals on-site, saving money while enjoying family time together.
What are some budget-friendly vacation rentals in Woodstock?
Idyllic Wallingford Retreat and Spacious Country Retreat are affordable options for travelers. They provide comfortable stays without breaking the bank.
Check for weekday deals or longer stay discounts to minimize costs during your trip.
Which vacation rentals near downtown Woodstock are best for first-time visitors?
The Woodstock Bungalow and Historic Charm Located On The River are both close to downtown. They give you easy access to shops and restaurants.
Plan your walks to finish by sunset for the best views and to enjoy the vibrant evening atmosphere downtown.
What local events should I look out for when staying in Woodstock?
In summer, the Woodchuck Cider 4th of July Festival features food, music, and activities. It's a great way to experience local culture with family and friends.
Arrive early to find parking and grab the best spots for viewing the fireworks display after sunset.
How can I enjoy nature while staying in Woodstock?
Explore the hiking trails at Marsh-Billings-Rockefeller National Historical Park. Many cabins, like Robert Frost Mountain Cabins, offer direct access to local pathways.
Visit the park mid-week for fewer crowds on popular trails and better wildlife viewing opportunities.
Are there any unique dining options to try in Woodstock?
Check out The Barnard General Store for local dishes and baked goods. You can also find great casual meals at The Maple Cafe nearby.
Visit The Barnard General Store on Wednesdays for special discounts on local products and freshly baked items.