Wilmington vacation rentals

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Top-rated vacation rentals in Wilmington

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

Guest favorite

Apartment 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.

Jan 18 – 25

R1,922 ZAR per night
Guest favorite

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!

Sep 4 – 11

R3,964 ZAR per night
Guest favorite

Apartment 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

Apr 2 – 9

R2,330 ZAR per night

Popular amenities for Wilmington vacation 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 vacation rentals in Wilmington

Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 180 reviews

New Cabin in Jamaica

Sep 1 – 8

R2,937 ZAR per night
Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 188 reviews

Cozy cottage loft and retreat

Nov 2 – 9

R1,704 ZAR per night
Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 260 reviews

A charming VT chalet

Jan 10 – 17

R3,195 ZAR per night
Superhost

Home in Wilmington

4.9 out of 5 average rating, 128 reviews

4 bedroom Ski House 15 min to Mount Snow

May 8 – 15

R3,124 ZAR per night
Guest favorite

Apartment in Dummerston

4.96 out of 5 average rating, 153 reviews

HeART Barn Retreat

Jun 5 – 12

R1,670 ZAR per night
Superhost

Home in Readsboro

4.86 out of 5 average rating, 118 reviews

Vermont March Madness! (Pet Friendly)

Sep 14 – 21

R1,519 ZAR per night
Guest favorite

Barn in Chester

4.99 out of 5 average rating, 487 reviews

Inviting studio apartment above barn in Vermont

Apr 24 – May 1

R1,767 ZAR per night
Guest favorite

Tiny home in Brattleboro

4.95 out of 5 average rating, 173 reviews

"Mountain View" Hike In Cabin Retreat

Aug 24 – 31

R1,721 ZAR per night
Guest favorite

Home in Wilmington

4.99 out of 5 average rating, 170 reviews

Vermont Sugar House Retreat

May 19 – 26

R4,072 ZAR per night
Guest favorite

Tiny home in Dover

4.99 out of 5 average rating, 148 reviews

Rustic Cabin in foothills of Green Mountains

Sep 28 – Oct 5

R2,188 ZAR per night
Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 421 reviews

Mahalo Temple Retreat

May 5 – 12

R1,712 ZAR per night
Guest favorite

Apartment in Bennington

4.96 out of 5 average rating, 136 reviews

Cooper's Place

Jun 5 – 12

R1,982 ZAR per night

Other great vacation rentals in Wilmington

Superhost

Townhouse in Wilmington

4.86 out of 5 average rating, 44 reviews

Pet friendly cozy condo near ski, hikes, snowshoe

Apr 8 – 15

R2,368 ZAR per night
Guest favorite

Townhouse in Dover

4.82 out of 5 average rating, 66 reviews

3 story cozy town home minutes from mount snow!

May 27 – Jun 3

R1,752 ZAR per night
Guest favorite

Cabin in Wilmington

5.0 out of 5 average rating, 34 reviews

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

May 7 – 14

R4,804 ZAR per night
Superhost

Cabin in Bennington

4.81 out of 5 average rating, 99 reviews

Vermont Cabin - Secluded Woods on South Stream

Apr 29 – May 6

R1,976 ZAR per night
Guest favorite

Chalet in Dover

4.99 out of 5 average rating, 81 reviews

Cozy Mountain Chalet mins from Mt Snow

Apr 23 – 30

R2,335 ZAR per night
Guest favorite

Cabin in Wilmington

4.91 out of 5 average rating, 99 reviews

Modern Chalet- Hot Tub~Fire-Pit~Clubhouse~Mt Snow

Sep 14 – 21

R11,034 ZAR per night
Guest favorite

Cabin in Wilmington

5.0 out of 5 average rating, 56 reviews

Modern Chalet-Private deck, Firepit,Clubhouse pool

Nov 17 – 24

R14,167 ZAR per night
Guest favorite

Home in Wilmington

4.89 out of 5 average rating, 19 reviews

Mountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow

Aug 20 – 27

R7,294 ZAR per night
Superhost

Home in Wilmington

4.93 out of 5 average rating, 29 reviews

Custom Log Cabin, Minutes from Mt Snow & Hermitage

Dec 7 – 14

R14,292 ZAR per night
Guest favorite

Home in Wilmington

4.92 out of 5 average rating, 63 reviews

Private home, near Mt. Snow, lake, and downtown

Aug 25 – Sep 1

R3,630 ZAR per night
Guest favorite

Condo in Dover

4.94 out of 5 average rating, 52 reviews

Mt. Snow Dream Mtn View+Fireplace!

Aug 13 – 20

R2,120 ZAR per night
Guest favorite

Cottage in Monroe

4.88 out of 5 average rating, 76 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Apr 29 – May 6

R2,221 ZAR per night

Quick stats about vacation 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

R1,515 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Wilmington?

    Yes! Work meets play with ease at over 180 vacation rentals in Wilmington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Wilmington?

    Four-legged friends are welcome in Wilmington. Choose from more than 130 vacation rentals for guests traveling with pets.

  • Are there Wilmington vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Wilmington, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in chalet rentals in Wilmington?

    Experience the best of Wilmington with our chalet rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Wilmington have a gym?

    Absolutely! We offer over 10 cabin rentals with a gym in Wilmington. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Wilmington have air conditioning?

    Absolutely! We offer over 10 private suite rentals with air conditioning in Wilmington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cabin rentals in Wilmington?

    Wilmington has more than 30 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do aparthotel rentals in Wilmington have wifi?

    Absolutely! We offer over 20 aparthotel rentals with wifi in Wilmington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilmington have a bbq area?

    Absolutely! We offer over 120 house rentals with a bbq area in Wilmington. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Aparthotel Rentals in Wilmington?

    Enhance your stay in our Aparthotel Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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