
Family-friendly vacation rentals in Wilmington
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Wilmington

Total vacation rentals
Explore 240 vacation rentals in Wilmington

Nightly prices starting at
Wilmington vacation rentals start at G$18,824 GYD per night before taxes and fees

Verified guest reviews
Over 10,110 verified reviews to help you choose

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 of Wilmington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wilmington rentals

4.9 Average rating
Wilmington stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Wilmington
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Snug Chalet - Wi-Fi + Close to Mount Snow
This stylish 1971 chalet is a country retreat with modern comforts for you and your family... complete with strong WiFi and a fenced-in dog yard! The minimal cabin is tucked in the trees and set up for families and friends, pet & kid-friendly. 10-15 Minutes to Mount Snow 10-15 Minutes to Downtown Wilmington This is a country house, not a boutique hotel :) If booking during winter or spring months, we HIGHLY recommend a 4wd vehicle as the weather can cause some tough road conditions (snow/mud).

Globetrotter Retreat - Minutes to the Mountain
Newly renovated, fully furnished apt 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 sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

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!

Wilmington A-Frame- Cozy and Convenient
Entire charming and chic A-frame chalet conveniently located to all the amenities Wilmington has to offer. Walk into town to enjoy dining, shopping and trail hiking or take a short 15 minute drive to Mount Snow for a day of outdoor adventure. Relax on the water at Harriman Reservoir, just a 2 mile drive from the house. House is conveniently located along the Moover route. Relax back at the house while enjoying time on the front porch or an evening on the couch. Located on Main Street.

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

The Mountain A-Frame at Mount Snow
Entire chalet-style A-Frame in Mount Snow with mountain views. Less than 1 mile from the base of Mount Snow and close to all the fun in the Green Mountains: AT access, swimming holes, covered bridges and more! Across the street you can hop on the Moover shuttle that takes you right to the mountain! 2 minute walk to market, coffee shop and local bar. 2 bedrooms + 1 loft, 1 bath, wrap around deck, cooking necessities, Smart TV and WiFi. You can find us on social (tag us!) @themountainaframe

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Modern river apartment near lake, hiking, golf #1
Cozy, comfortable, and robust 2 bedroom that can fit 7 people. TV with chromecast and wifi provided, super close to Mount Snow, perfect for skiing/snowboarding, summer family trips or just a getaway/short or long term stay! AC window unit in primary bedroom with queen bed! Parking for 2 cars included, clean, cozy, and very roomy, up to 7 guests. Newly renovated unit overall. You'll have a great time at Mount Snow, the cute and quaint town of Wilmington, all 4 seasons!

Architectural GuestSuite
The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

Cozy 4BR Cabin | Pools & Hot Tub | Near Mt Snow
Escape to the mountains in this cozy 4BR, 2BA Chimney Hill cabin, just 15 minutes from Mt. Snow and minutes from downtown Wilmington. Gather around the outdoor fire pit, cozy up by 2 fireplaces, or enjoy access to the nearby community clubhouse with indoor & outdoor pools, hot tub, fitness room, and more. Sleeping up to 8, the home is perfect for families and groups looking for skiing, hiking, lake days, foliage, or a relaxing Vermont getaway year-round.

The House of Pi
WE now pay your 15.5% Guest Service fee!!! Welcome to The House of Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!
Popular amenities for Wilmington family-friendly rentals
Family-friendly home rentals with a hot tub

Schoolhouse Spa Retreat on a Vermont Farm

Modern Cabin with Outdoor Spa on Vermont Farm

Brook House: Hot Tub, Fire Pit, Ping Pong, Mt Snow

Mountain View Retreat: 5 Mi to MT Snow, Hot Tub

MtSnow HotTub Pool Table AirHockey PingPong *Darts

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Walk to Mt. Snow-Spa-Summer Pool

HYGGE HOUSE Luxe HotTub, Sauna, Summer/Fall Leaves
Family- and pet-friendly home rentals

The Chal-A-Frame Vermont

400+ Airbnb Visits: Incredible Mountain Cabin

Shakespeare’s Folly Side Farm and AirBnB.

Cozy cottage in the woods of beautiful S. Vermont

The King's Cottage

The Hideaway Camp

Apple Blossom Cottage: A Tiny House

Luxury “Tiny” House With Sauna (Timbery)
Family-friendly home rentals with a pool

Cozy Vermont Antique Sugar House with Fireplace

Log Cabin Near Stratton/Mt Snow

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Great Amenities-Season Condo gym-sport center-pool

Cozy Mt Snow Ski In / Out

Beautiful rustic woods and fields retreat.

MountSnow ski on/off condo in Vermont

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
When is the best time to visit Wilmington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$84,918 GYD | G$84,918 GYD | G$67,767 GYD | G$59,819 GYD | G$61,074 GYD | G$59,819 GYD | G$60,446 GYD | G$58,146 GYD | G$57,518 GYD | G$62,747 GYD | G$65,257 GYD | G$81,989 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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- Okemo Mountain Resort
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- Saratoga Race Course
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