Holiday rentals in Wilmington

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Top-rated holiday rentals in Wilmington

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Wilmington

4.91 out of 5 average rating, 109 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

18–25 Jan

$137 SGD per night
Guest favourite

Tiny home in Wilmington

4.98 out of 5 average rating, 128 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

11–18 Sep

$283 SGD per night
Guest favourite

Flat in Wilmington

4.97 out of 5 average rating, 125 reviews

The Loft @ Adams Farm-a great stay near Mt. Snow

Spacious & clean in Historic Duplex Farmhouse located minutes from MT Snow Ski Area & Stratton for Skiing, Snowboarding & Tubing. VAST trails just across the road. Shop & eat in the quaint villages of Wilmington & Dover. Private entrance and 3-stories of space with farmstyle decor & lovely views. 0ver 100-acres for you to Snowshoe , X-Country ski or just hike & explore. Plenty of parking for snowmobile trailers. Walking distance to Local Farm Store. Our pool is available July 1-Labor Day

2–9 Apr

$166 SGD per night

Popular amenities for Wilmington holiday rentals

Stay near Wilmington's top sights

Dot's106 locals recommend
Anchor Seafood Restaurant68 locals recommend
Wahoo's31 locals recommend
Shaw's73 locals recommend
Maple Leaf Tavern66 locals recommend
La Casita50 locals recommend

Other great holiday rentals in Wilmington

Guest favourite

Cabin in Jamaica

4.99 out of 5 average rating, 180 reviews

New Cabin in Jamaica

16–23 Sep

$205 SGD per night
Guest favourite

Home in Wilmington

4.94 out of 5 average rating, 239 reviews

Wilmington. Easy walk to center of town.

15–22 May

$325 SGD per night
Guest favourite

Guest house in Putney

4.97 out of 5 average rating, 188 reviews

Cozy cottage loft and retreat

2–9 Nov

$121 SGD per night
Superhost

Home in Readsboro

4.86 out of 5 average rating, 118 reviews

Vermont March Madness! (Pet Friendly)

14–21 Sep

$108 SGD per night
Guest favourite

Flat in Dummerston

4.96 out of 5 average rating, 153 reviews

HeART Barn Retreat

5–12 Jun

$119 SGD per night
Guest favourite

Home in Dover

4.93 out of 5 average rating, 67 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

6–13 May

$115 SGD per night
Superhost

Flat in Wilmington

5.0 out of 5 average rating, 3 reviews

Modern river apartment near lake, hiking, golf #3

5–12 May

$161 SGD per night
Guest favourite

Cabin in Wilmington

4.96 out of 5 average rating, 77 reviews

Peaceful Cabin Perfect for All Seasons

29 Apr – 6 May

$230 SGD per night
Guest favourite

Chalet in Wilmington

5.0 out of 5 average rating, 57 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

22 Feb – 1 Mar

$576 SGD per night
Superhost

Townhouse in Wilmington

4.86 out of 5 average rating, 44 reviews

Pet friendly cozy condo near ski, hikes, snowshoe

8–15 Apr

$169 SGD per night
Guest favourite

Townhouse in Dover

4.82 out of 5 average rating, 66 reviews

3 story cozy town home minutes from mount snow!

27 May – 3 Jun

$125 SGD per night
Guest favourite

Cabin in Wilmington

5.0 out of 5 average rating, 34 reviews

Mid-mod VT Dream Chalet near skiing, lake & forest

7–14 May

$342 SGD per night

Quick stats about holiday rentals in Wilmington

Total rentals

360 properties

Rentals with a pool

90 properties have a pool

Pet-friendly rentals

130 properties allow pets

Family-friendly rentals

270 properties are a good fit for families

Total number of reviews

13K reviews

Nightly prices starting at

$108 SGD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Wilmington