Waitsfield, Vermont

Vacation Rentals in Waitsfield, Vermont

Discover 50 vacation rental properties in Waitsfield. From 1 to 6 bedrooms. Average $314/night. 100% have pools.

50 verified listings Book securely on VRBO Prices updated March 2026

50 properties available

Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen

Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen

1 bath
PoolA/CWiFiBalcony
$138/night
View Details → Book on VRBO
1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment

2 beds 1 bath
PoolA/CWiFiBalcony
$142/night
View Details → Book on VRBO
Renovated condo with fireplace, pool, tennis & sauna - near Sugarbush

Renovated condo with fireplace, pool, tennis & sauna - near Sugarbush

1 bath
PoolA/CWiFiBalcony
$117/night
View Details → Book on VRBO
Secluded condo with pool, tennis court, sauna, & grill access - W/D and AC

Secluded condo with pool, tennis court, sauna, & grill access - W/D and AC

1 bath
PoolA/CWiFiBalcony
$140/night
View Details → Book on VRBO
Sugarbush Mt Ellen Slope-side Condo with fireplace, pool, hot tub, sauna

Sugarbush Mt Ellen Slope-side Condo with fireplace, pool, hot tub, sauna

2 beds 1 bath
PoolA/CWiFiBalcony
$189/night
View Details → Book on VRBO
Elegant condo w/ onsite resort amenities, pool, tennis, w/d, & grill

Elegant condo w/ onsite resort amenities, pool, tennis, w/d, & grill

2 beds 2 baths
PoolA/CWiFiBalcony
$131/night
View Details → Book on VRBO
Cozy 2 Bedroom Townhouse in the Mad River Valley

Cozy 2 Bedroom Townhouse in the Mad River Valley

2 beds 1 bath
PoolA/CWiFiBalcony
$215/night
View Details → Book on VRBO
Walk to lifts condo near Sugarbush Resort at Mt. Ellen with pool

Walk to lifts condo near Sugarbush Resort at Mt. Ellen with pool

2 beds 2 baths
PoolA/CWiFiBalcony
$118/night
View Details → Book on VRBO
Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen

2 beds 2 baths
PoolA/CWiFiBalcony
$132/night
View Details → Book on VRBO
Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

4 beds 3 baths
PoolA/CWiFiBalcony
$445/night
View Details → Book on VRBO
Historic home on 1 acre with snowmobile trails in backyard & mountain views

Historic home on 1 acre with snowmobile trails in backyard & mountain views

3 beds 1 bath
PoolA/CWiFiBalcony
$191/night
View Details → Book on VRBO
Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home

2 beds 1 bath
PoolA/CWiFiBalcony
$132/night
View Details → Book on VRBO
Updated riverfront condo w/deck near MRG/Sugarbush

Updated riverfront condo w/deck near MRG/Sugarbush

2 beds 2 baths
PoolA/CWiFiBalcony
$251/night
View Details → Book on VRBO
Two-story, creekside condo with great deck, pool & tennis - near Mad River Glen

Two-story, creekside condo with great deck, pool & tennis - near Mad River Glen

4 beds 2 baths
PoolA/CWiFiBalcony
$211/night
View Details → Book on VRBO
Charming & tranquil nature getaway with great balcony views - near golf & skiing

Charming & tranquil nature getaway with great balcony views - near golf & skiing

2 beds 2 baths
PoolA/CWiFiBalcony
$133/night
View Details → Book on VRBO
Fantastic wooded escape with shared pool and sports courts, fast WiFi & deck

Fantastic wooded escape with shared pool and sports courts, fast WiFi & deck

2 beds 2 baths
PoolA/CWiFiBalcony
$141/night
View Details → Book on VRBO
Delightful dog-friendly farmhouse with deck, yard, & W/D - near skiing & hiking

Delightful dog-friendly farmhouse with deck, yard, & W/D - near skiing & hiking

3 beds 2 baths
PoolA/CWiFiBalcony
$171/night
View Details → Book on VRBO
Secluded condo with heated pool, tennis, sauna, gas stove, BBQ area

Secluded condo with heated pool, tennis, sauna, gas stove, BBQ area

2 beds 1 bath
PoolA/CWiFiBalcony
$246/night
View Details → Book on VRBO
Mad River Valley Ski Cabin

Mad River Valley Ski Cabin

2 beds 1 bath
PoolA/CWiFiBalcony
$146/night
View Details → Book on VRBO
Cozy A-frame with loft, deck and easy ski access

Cozy A-frame with loft, deck and easy ski access

3 beds 2 baths
PoolA/CWiFiBalcony
$138/night
View Details → Book on VRBO
Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer

4 beds 2 baths
PoolA/CWiFiBalcony
$201/night
View Details → Book on VRBO
Post and Beam Carriage House in the heart of Mad River Valley

Post and Beam Carriage House in the heart of Mad River Valley

2 beds 1 bath
PoolA/CWiFiBalcony
$342/night
View Details → Book on VRBO
Secluded getaway on 2.5 acres with private patio, WiFi, & quiet location

Secluded getaway on 2.5 acres with private patio, WiFi, & quiet location

1 bed 1 bath
PoolA/CWiFiBalcony
$89/night
View Details → Book on VRBO
Ellen’s Edge~ Game Room~Home Theater~Hot Tub~Home Gym~

Ellen’s Edge~ Game Room~Home Theater~Hot Tub~Home Gym~

5 beds 2 baths
PoolA/CWiFiBalcony
$587/night
View Details → Book on VRBO
Incredible, brand new slopeside construction in Vermont's charming Mad River Valley.

Incredible, brand new slopeside construction in Vermont's charming Mad River Valley.

5 beds 4 baths
PoolA/CWiFiBalcony
$866/night
View Details → Book on VRBO
Gorgeous Home 1/2 mile from the Base of Sugarbush-Mt. Ellen.

Gorgeous Home 1/2 mile from the Base of Sugarbush-Mt. Ellen.

4 beds 3 baths
PoolA/CWiFiBalcony
$743/night
View Details → Book on VRBO
Charming mountain retreat with valley views, walk to Sugarbush Mt Ellen

Charming mountain retreat with valley views, walk to Sugarbush Mt Ellen

4 beds 3 baths
PoolA/CWiFiBalcony
$599/night
View Details → Book on VRBO
Ski-in/out condo with pool, hot tub, game room, mountain view, & fireplace

Ski-in/out condo with pool, hot tub, game room, mountain view, & fireplace

1 bed 1 bath
PoolA/CWiFiBalcony
$160/night
View Details → Book on VRBO
Dog-friendly, creekside condo with pool & fireplace, next to Catamount Trail

Dog-friendly, creekside condo with pool & fireplace, next to Catamount Trail

3 beds 2 baths
PoolA/CWiFiBalcony
$165/night
View Details → Book on VRBO
Mountain View Retreat - The Best View in the Valley!

Mountain View Retreat - The Best View in the Valley!

3 beds 2 baths
PoolA/CWiFiBalcony
$293/night
View Details → Book on VRBO
Waitsfield Home w/ Hot Tub - Close to Sugarbush!

Waitsfield Home w/ Hot Tub - Close to Sugarbush!

4 beds 3 baths
PoolA/CWiFiBalcony
$277/night
View Details → Book on VRBO
Upscale mountain retreat on 34 acres of private farmland with private hot tub

Upscale mountain retreat on 34 acres of private farmland with private hot tub

3 beds 2 baths
PoolA/CWiFiBalcony
$380/night
View Details → Book on VRBO
Modern Mountain Escape - minutes to town & mountains

Modern Mountain Escape - minutes to town & mountains

3 beds 2 baths
PoolA/CWiFiBalcony
$450/night
View Details → Book on VRBO
Spacious multilevel condo with valley views and minutes to skiing, & hiking!

Spacious multilevel condo with valley views and minutes to skiing, & hiking!

3 beds 2 baths
PoolA/CWiFiBalcony
$239/night
View Details → Book on VRBO
Sun-soaked, spacious post & beam home w/ views, fire-pit, garage. Dog friendly!

Sun-soaked, spacious post & beam home w/ views, fire-pit, garage. Dog friendly!

5 beds 4 baths
PoolA/CWiFiBalcony
$947/night
View Details → Book on VRBO
Waitsfield Vacation Rental w/ Private Hot Tub

Waitsfield Vacation Rental w/ Private Hot Tub

3 beds 3 baths
PoolA/CWiFiBalcony
$316/night
View Details → Book on VRBO
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

4 beds 2 baths
PoolA/CWiFiBalcony
$217/night
View Details → Book on VRBO
Vermont Post & Beam w/Hot Tub & Stunning Views

Vermont Post & Beam w/Hot Tub & Stunning Views

6 beds 4 baths
PoolA/CWiFiBalcony
$578/night
View Details → Book on VRBO
Enjoy a winter wonderland at Sugarbush Resort/ Mad River Valley

Enjoy a winter wonderland at Sugarbush Resort/ Mad River Valley

3 beds 3 baths
PoolA/CWiFiBalcony
$451/night
View Details → Book on VRBO
Modern Mountain Escape + Studio minutes to town & mountains

Modern Mountain Escape + Studio minutes to town & mountains

4 beds 3 baths
PoolA/CWiFiBalcony
$512/night
View Details → Book on VRBO
The Treehaus midcentury retreat + Mad River access

The Treehaus midcentury retreat + Mad River access

3 beds 2 baths
PoolA/CWiFiBalcony
$442/night
View Details → Book on VRBO
Rustic Waitsfield Condo ~ 1 Mi to Hike & Ski!

Rustic Waitsfield Condo ~ 1 Mi to Hike & Ski!

3 beds 2 baths
PoolA/CWiFiBalcony
$231/night
View Details → Book on VRBO
Luxury Home with Unsurpassed Views W Hot Tub

Luxury Home with Unsurpassed Views W Hot Tub

4 beds 4 baths
PoolA/CWiFiBalcony
$530/night
View Details → Book on VRBO
Ski house less than one mile from Sugarbush!

Ski house less than one mile from Sugarbush!

3 beds 2 baths
PoolA/CWiFiBalcony
$411/night
View Details → Book on VRBO
Ridge House - Modern Log Home Nestled on top of a Private Mountain

Ridge House - Modern Log Home Nestled on top of a Private Mountain

4 beds 3 baths
PoolA/CWiFiBalcony
$537/night
View Details → Book on VRBO
Spacious 4-Season Vacation Home in Waitsfield

Spacious 4-Season Vacation Home in Waitsfield

4 beds 3 baths
PoolA/CWiFiBalcony
$401/night
View Details → Book on VRBO
Secluded A-frame chalet with deck, patio, fireplace, & 2 kitchens - near slopes

Secluded A-frame chalet with deck, patio, fireplace, & 2 kitchens - near slopes

4 beds 3 baths
PoolA/CWiFiBalcony
$265/night
View Details → Book on VRBO
Entire Enchanting, Light-Filled 1830 Farmhouse

Entire Enchanting, Light-Filled 1830 Farmhouse

4 beds 2 baths
PoolA/CWiFiBalcony
$309/night
View Details → Book on VRBO

More destinations in Vermont

Ludlow (398) Killington (396) Stowe (286) Wilmington (219) Warren (200) Dover (172) Stratton (133) Manchester (78) Quechee (78) Winhall (73) West Dover (72) Burlington (66) Jay (61) Colchester (60) Cambridge (50) Peru (45) Mendon (44) Woodstock (40) Castleton (39) Manchester Center (37)