Wilmington vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Wilmington

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

Guest favorite
Apartment in Wilmington
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.
Nov 14 – 21
$88 per night
4.91 out of 5 average rating, 107 reviews
Guest favorite
Home in Wilmington
Vermont Sugar House Retreat
Stay at this unique rustic Vermont getaway. Nestled on a quiet hill in Wilmington, this private retreat will serve as the perfect home base for your Vermont adventures. You'll have the house to yourself without a neighbor in sight. While very private and surrounded by beautiful forest, this house is still only a short 5 minute drive from downtown Wilmington. The house is built around an enormous one-of-a-kind natural stone fireplace that was formed atop the old foundations of a sugar house.
May 16 – 23
$186 per night
4.99 out of 5 average rating, 169 reviews
Guest favorite
Home in Wilmington
The Vermont Barn (Mount Snow)
Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.
Sep 26 – Oct 3
$277 per night
4.82 out of 5 average rating, 154 reviews

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

Superhost
Home in Wilmington
4 bedroom Ski House 15 min to Mount Snow
Nov 23 – 30
$188 per night
4.9 out of 5 average rating, 127 reviews
Guest favorite
Apartment in Bennington
The Octopus's Garden
Apr 26 – May 3
$85 per night
4.93 out of 5 average rating, 518 reviews
Guest favorite
Chalet in Readsboro
The King's Cottage
Jul 19 – 26
$217 per night
4.86 out of 5 average rating, 283 reviews
Guest favorite
Tiny home in Jamaica
Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.
May 19 – 26
$83 per night
4.84 out of 5 average rating, 210 reviews
Guest favorite
Guest suite in Brattleboro
Charming studio in renovated 19th century church.
Dec 3 – 10
$81 per night
4.94 out of 5 average rating, 514 reviews
Guest favorite
Cabin in Jamaica
New Cabin in Jamaica
Jun 30 – Jul 7
$135 per night
4.99 out of 5 average rating, 180 reviews
Guest favorite
Guesthouse in Marlboro
Refined, serene and like no other, Marlboro, VT.
May 7 – 14
$220 per night
4.99 out of 5 average rating, 140 reviews
Guest favorite
Chalet in Wilmington
Mt Snow Chalet: Peaceful Escape w/Hot Tub
Apr 18 – 25
$383 per night
5.0 out of 5 average rating, 55 reviews
Guest favorite
Cabin in Wilmington
Peaceful Cabin Perfect for All Seasons
Apr 29 – May 6
$146 per night
4.96 out of 5 average rating, 77 reviews
Guest favorite
Home in Wilmington
Mountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Oct 25 – Nov 1
$303 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Cabin in Wilmington
Modern Chalet-Private deck, Firepit,Clubhouse pool
Nov 11 – 18
$659 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Home in Wilmington
Private home, near Mt. Snow, lake, and downtown
Mar 18 – 25
$176 per night
4.92 out of 5 average rating, 63 reviews

Other great vacation rentals in Wilmington

Guest favorite
Cabin in Wilmington
Modern Chalet- Hot Tub~Fire-Pit~Clubhouse~Mt Snow
Aug 11 – 18
$656 per night
4.91 out of 5 average rating, 98 reviews
Superhost
Townhouse in Wilmington
Pet friendly cozy condo near ski, hikes, snowshoe
Mar 30 – Apr 6
$107 per night
4.86 out of 5 average rating, 44 reviews
Guest favorite
Home in Wilmington
Find your escape at The Coldbrook House, Mt Snow
Sep 6 – 13
$903 per night
5.0 out of 5 average rating, 30 reviews
Guest favorite
Home in Wilmington
Wilmington Village House near Mount Snow
May 28 – Jun 4
$207 per night
4.97 out of 5 average rating, 29 reviews
Guest favorite
Cabin in Wilmington
Bear Tracks Cabin - VT Escape
Aug 20 – 27
$246 per night
4.88 out of 5 average rating, 26 reviews
Guest favorite
Home in Wilmington
The dreamiest place in Southern Vermont!
May 21 – 28
$295 per night
4.9 out of 5 average rating, 20 reviews
Guest favorite
Home in Wilmington
Boulder House
Nov 12 – 19
$246 per night
4.89 out of 5 average rating, 36 reviews
Superhost
Cabin in Dover
The Forest Cabin VT - 8 minutes from Mount Snow
May 25 – Jun 1
$171 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Chalet in Wilmington
Beautiful Home on 22 Acres w/Ponds Near Mt. Snow
Nov 2 – 9
$599 per night
5.0 out of 5 average rating, 39 reviews
Guest favorite
Guesthouse in Wilmington
Cozy, charming cottage 7 mins from Mount Snow
Nov 2 – 9
$196 per night
5.0 out of 5 average rating, 24 reviews
Guest favorite
Cottage in Wilmington
Rare new Home on Lake Whitingham. Semi-priv beach
Nov 13 – 20
$357 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Wilmington
VT Family Escape: King Beds, Air Hockey, Hiking
Jan 5 – 12
$591 per night
4.96 out of 5 average rating, 97 reviews

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

$80 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 private suite rentals in Wilmington?

    Experience the best of Wilmington with our private suite rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wilmington have a gym?

    Absolutely! We offer over 50 house rentals with a gym in Wilmington. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Wilmington have air conditioning?

    Absolutely! We offer over 10 apartment 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 hotel rentals in Wilmington have wifi?

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

  • Do apartment rentals in Wilmington have a bbq area?

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

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

    Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with a bbq area, over 40 homes with air conditioning, over 50 homes with a gym, over 150 homes with wifi, 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