A street with a red brick building and a white building with green shutters. There are flower boxes on the sidewalk.

Wilmington Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Wilmington holiday rentals

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

1. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."
United States
Natalie
The price is HK$1,585
HK$4,535 total
includes taxes & fees
9 Nov - 10 Nov
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A bedroom with a wooden headboard, a bed with patterned bedding, and a framed picture on the wall.

2. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is HK$1,679
HK$5,153 total
includes taxes & fees
20 Oct - 21 Oct
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

3. Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (65 reviews)
"Beautiful house, amazing location, helpful and responsive hosts."
United States
Jeremy P.
The price is HK$2,417
HK$6,057 total
includes taxes & fees
14 Oct - 15 Oct
Walk To Town, Hottub, Firepit, Games, Mt Snow
A calm lake with a wooden boat on the shore.

4. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is HK$785
HK$2,403 total
includes taxes & fees
1 Nov - 2 Nov
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

5. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is HK$483
HK$2,470 total
includes taxes & fees
26 Oct - 27 Oct
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

6. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (5 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is HK$981
HK$1,286 total
includes taxes & fees
19 Oct - 20 Oct
The Eagles Wing at The CHM - Private Apartment
A wooden interior with a kitchen, bar area, and dining space.

7. The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (7 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is HK$968
HK$2,015 total
includes taxes & fees
2 Nov - 3 Nov
The Studio with a View. Bring your dog, too!
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

8. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is HK$824
HK$2,830 total
includes taxes & fees
14 Oct - 15 Oct
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
A spacious living area with a brown leather sofa, a wooden coffee table, and wicker chairs. A staircase leads to an upper level.

9. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.4 out of 10, Exceptional, (29 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is HK$1,000
HK$3,595 total
includes taxes & fees
20 Oct - 21 Oct
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
A two-story blue house with a porch, surrounded by a garden with orange flowers.

10. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
9.8 out of 10, Exceptional, (36 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is HK$742
HK$1,358 total
includes taxes & fees
18 Oct - 19 Oct
Getaway Near Mass MoCA, Great Hiking, Scenic Views
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

11. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is HK$1,069
HK$3,407 total
includes taxes & fees
15 Oct - 16 Oct
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Wake up to breathtaking mountain views and slopeside convenience at this cozy retreat, where adventure and relaxation go hand in hand.

12. Charming 1BR Retreat | Ski-In Access

Charming 1BR Retreat | Ski-In Access
West Dover
The price is HK$1,350
HK$1,680 total
includes taxes & fees
2 Nov - 3 Nov
Charming 1BR Retreat | Ski-In Access
A bedroom with a bed, bedside tables, a window, and a radiator.

13. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Woodford
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay! Very clean and comfortable."
United States
Dana W.
The price is HK$1,322
HK$3,512 total
includes taxes & fees
19 Oct - 20 Oct
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

14. Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
9.6 out of 10, Exceptional, (4 reviews)
"Fabulous! Clean, accommodating staff, great amenities, beautiful view, super easy access to skiing! Would def stay here again. "
United States
Kathy S.
The price is HK$1,372
HK$1,713 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Studio | Ski-In Access + Kitchenette
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

15. Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,256
HK$2,232 total
includes taxes & fees
3 Nov - 4 Nov
Wellness Getaway with a Personal Sauna, and Private River Beach!
A wooden deck leading to a dark-colored house with a white door and windows.

16. A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
West Dover
9.0 out of 10, Wonderful, (4 reviews)
"Clean, comfortable, our 2nd time staying here - very nice."
United States
Dan G.
The price is HK$2,119
HK$5,448 total
includes taxes & fees
12 Nov - 13 Nov
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
An aerial view of a house surrounded by a forest with autumn foliage.

17. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is HK$1,640
HK$4,087 total
includes taxes & fees
1 Nov - 2 Nov
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

18. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Wardsboro
10.0 out of 10, Exceptional, (20 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
The price is HK$1,177
HK$3,130 total
includes taxes & fees
3 Nov - 4 Nov
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
A cozy living room with a sectional sofa, a coffee table, and a rug. There is a chandelier hanging from the ceiling and a sign that reads "MOUNT SNOW".

19. NEW Private Chalet - 4 mins to Mt Snow

NEW Private Chalet - 4 mins to Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Great place close enough to everything you need but set off the road for quiet evenings. Clean, spacious open floor plan great accommodation that checks all the needs for a ski getaway. "
United States
Mark C.
The price is HK$1,925
HK$5,225 total
includes taxes & fees
14 Oct - 15 Oct
NEW Private Chalet - 4 mins to Mt Snow
A rustic cabin with a covered porch, a small shed, and outdoor seating.

20. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
The price is HK$706
HK$1,235 total
includes taxes & fees
25 Oct - 26 Oct
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
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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Top Wilmington Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Very clean and comfortable room. Public spaces both inside and outside were very well maintained. Nice touches throughout the property. Really good on site restaurant."
Roman 1-night trip
Posted 2 hours ago
The Williams Inn

Find out more about Wilmington

Search for holiday rentals in Wilmington on Expedia! You can easily find your home rentals, villas, holiday apartments in Wilmington using one of the methods below:

  • View our selection of featured holiday rentals in Wilmington
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  • Enter your travel dates to view the best deals on holiday rentals in Wilmington while they last

Look no further and take a look at our great range of rental properties in Wilmington!

Frequently asked questions

Are there holiday rentals in Wilmington?

Yes, there are holiday rentals in Wilmington close to Buzzy Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and ski slopes in Wilmington. Make sure you have time to check out the breweries and mountain views during your trip.

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

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: This highly rated holiday home rental in Wilmington is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate 5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow as a favourite home for rent in Wilmington.

How many holiday rentals are there in Wilmington?

Choose from 136 Expedia holiday rentals in Wilmington for a memorable holiday.

What can I see and do in Wilmington?

Lake Raponda and Harriman Reservoir are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Buzzy Park. While here, South Main Street and The Hermitage Golf Club are other places worth a visit.

What are holiday rentals like in Wilmington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilmington. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.