Holiday Rentals in Waitsfield
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67 rentals in Waitsfield.
Cozy A-frame with loft, deck, wood-burning fireplace, and easy ski access
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Slopeside Sugarbush Mt. Ellen Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Post and Beam Carriage House in the heart of Mad River Valley
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Family Home Next to Sugarbush Resort at Mt. Ellen w/ Shared Pool, Tennis & Grill
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Picturesque mountain view condo with fireplace, balcony, deck, pool, & kitchen
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Secluded getaway on 2.5 acres with private patio, WiFi, & quiet location
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sugarbush Tiny House/Cabin on 3.2 Acres at the base of Sugarbush-Mount Ellen
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Historic home on 1 acre with snowmobile trails in backyard & mountain views
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious, Dog-Friendly Townhouse with Private Sauna!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Inviting home with hot tub, mountain view, skiing, firepit, & dog-friendly
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ski-In/Ski-Out Mountain Condo w/Free WiFi, Shared Pool & Hot Tub, Game Room
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sun-soaked, spacious post & beam home w/ views, fire-pit, garage. Dog friendly!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Spacious 4-Season Vacation Home in Waitsfield
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Go Skiing or Hiking from an Enchanting, Light-Filled Home
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, updated riverfront condo with deck/pool near Mad Barn
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pool, new hot tub, mt views, fireplace, privacy - serenity!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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1830 Enchanting, Light-Filled Farmhouse Apartment
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Large Vermont ski home on private scenic lot centrally located in the Mad River
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Fayston Barn
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Rare deluxe 1 bdrm w/views of the Covered Bridge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning Mountain View Studio
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mad River Valley Ski Cabin
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sweedish contemporary style home located at scenic Eagles Resort.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy 2 Bedroom Townhouse in the Mad River Valley
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3BR Apartment in beautiful Waitsfield close to skiing, shopping, dining, hiking
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Entire Enchanting, Light-Filled 1830 Farmhouse
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fantastic wooded escape with shared pool and sports courts, fast WiFi & deck
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded condo with heated pool, tennis, sauna, gas stove, BBQ area
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Condo with balcony, gas fireplace, & washer/dryer - close to hiking & skiing
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rustic Waitsfield Condo ~ 1 Mi to Hike & Ski!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Waitsfield Escape: 10 Mi to Sugarbush!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mad River Sugarbush Winter and Summer fun Condo -
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Heart of the Madriver Valley - Beautiful Views & Sunrises & close to skibus
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ski Mountain Getaway in Heart of Sugarbush and Mad River newly renovated
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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You can still grab a week or longer in late August or September!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Treehaus midcentury retreat + Mad River access
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Fayston/Waitsfield Home Close to Sugarbush Slopes
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mad River Valley - Beautiful 4 BR home with stunning views of slopes
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waitsfield Vacation Rental w/ Private Hot Tub
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Quintessential Vermont Farmhouse
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountain View Retreat - Brand New Home With One of a Kind Views!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Vermont Mad River Rental by Sugarbush
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ski house less than one mile from Sugarbush!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern Mountain Escape - minutes to town & mountains
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Vermont Experimental Farmhouse
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy winter at Sugarbush Resort/ Mad River Valley
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded A-frame chalet with deck, patio, fireplace, & 2 kitchens - near slopes
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Mad River Valley home - ski, hike, bike, golf, eat, drink and relax!!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 67
Frequently Asked Questions about Waitsfield
- Yes, here are some popular holiday rentals in Waitsfield that have a pool:
- Cozy A-frame with loft, deck, wood-burning fireplace, and easy ski access
- Newly Renovated Slopeside Sugarbush Mt. Ellen Condo
- Post and Beam Carriage House in the heart of Mad River Valley
- Yes, here are some popular holiday rentals in Waitsfield that have internet access:
- Cozy A-frame with loft, deck, wood-burning fireplace, and easy ski access
- Newly Renovated Slopeside Sugarbush Mt. Ellen Condo
- Post and Beam Carriage House in the heart of Mad River Valley
- The best pet friendly rentals in Waitsfield are:
- Post and Beam Carriage House in the heart of Mad River Valley
- Dog-friendly mountain home w/wood stove, deck, firepit, grill, washer/dryer
- Spacious, Dog-Friendly Townhouse with Private Sauna!
- Some of the most popular kid friendly rentals in Waitsfield are:
- Cozy A-frame with loft, deck, wood-burning fireplace, and easy ski access
- Post and Beam Carriage House in the heart of Mad River Valley
- Family Home Next to Sugarbush Resort at Mt. Ellen w/ Shared Pool, Tennis & Grill
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