Windham Vacation Rentals
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50 rentals in Windham.
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| Handmade 4 Bed Log Cabin | 5 Min From Skiing |
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Magic Haven 3+ Bdrms 2+flrs (1400 sq ft) near Magic, Stratton, Okemo & Bromley!
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Artistic southern Vermont home at Windham
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Modern Farmhouse Minutes to Six Vermont Ski Resorts
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Escape in Rural Vermont!, Sauna Pool, Hot Tub, Mountain Views.
Rental Home
8 bedrooms
7 bathrooms
Sleeps 30
Match: Sleeps
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1830's Recently Renovated Rustic Farmhouse, Windham Vermont
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Brand New Luxury “Tiny” House, Immersed In Nature
Rental Home
2 bedrooms
1 bathroom
Sleeps 3
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Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
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Trout Cabin on Magic Mountain
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Mountain chalet
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Spacious Vermont Chalet Near Stratton Mountain Resort
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Baby Barn, Architect Owner
Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
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Lovely home on 500 acres w/private lake near great skiing - for all-season fun
Rental Home
8 bedrooms
4 bathrooms
Sleeps 20
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Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym
Rental Home
8 bedrooms
6 bathrooms
Sleeps 16
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Slopeside 2BR 2BTH Condo at Magic Mountain
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Indoor Pool and Good Vibes! Stratton, Magic, Bromley, Okemo
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Log cabin on 25 acres bordering state forest with trails nearby.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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5-Bedroom Winter Wonderland with 3 fireplaces
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
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Spacious mountainside retreat - Fireplaces, New kitchen, Great for groups
Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
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Apartment at Viking Nordic Center; sleeps 8. Rent with The Farmhouse to sleep 18
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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Historic Farm House,12+ acres Ski, Shop, Relax.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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Vermont getaway house within 10 minutes of three ski resorts
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Trailside Condo on Magic Mountain!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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SPECIAL! Perfect Family Getaway! Book 4 nights get 5th half off!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
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Family Farmhouse In Londonderry, VT Close To 4 Ski Mountains And More
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
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Ski Lodge with Hot tub and Fire Pit
Rental Home
5 bedrooms
3 bathrooms
Sleeps 5
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Snowy Magic Mountain Chalet < 25m to 4 Ski Areas!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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New listing! Very accommodating home on 170+ acres w/ multiple living spaces
Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Majestic estate on Magic Mtn! Ski in also minutes to Stratton, Bromley, Okemo!
Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
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Ski Bromley, Stratton, Okemo, Magic, Killington - HOT TUB! Sleeps 12+
Rental Home
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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South Londonderry Home, Walk to Magic Mtn Ski Area
Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming and Spacious Vermont Farmhouse *** Discounted rates for Summer and Fall
Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Stunning Views and Privacy Welcome Your Family to This Elegant Mountain Home
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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4 Bedroom 100 Yr Old Bungalow
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Reboot & Relax while surrounded by Vermont beauty.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Trout House (private pond, fire pit & hot tub) *summer discount!*
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Contemporary Ski Chalet Minutes to Hiking Dining Parks
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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In the Ski Zone. 3 minutes past Magic Mtn. Private snowmobile trails.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Chalet on Magic Mountain
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Grand Londonderry Home w/ Ski Mountain Views!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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NEW! Ski-In/Ski-Out Magic Mountain Condo w/ Deck!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Vermont Chalet with Spacious Deck Near Skiing
Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Magical Trailside Condo at Magic Mountain
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Spectacular view takes your breath away
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Vermont Lake, Fishing & Ski Carriage Home
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!
Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Cozy Condo w/ Magic Mountain Ski-In Access!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tranquil getaway with private fishing pond, par-3 golf course, & sandy beach
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dog-Friendly Home 1/4 of a Mile from Magic Mountain Lifts w/ Gorgeous Ski Views
Rental Home
4 bedrooms
3 bathrooms
Sleeps 18
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Showing results 1-50 of 50
Frequently Asked Questions about Windham
- Yes, here are some popular vacation rentals in Windham that have a pool:
- Magic Haven 3+ Bdrms 2+flrs (1400 sq ft) near Magic, Stratton, Okemo & Bromley!
- 1830's Recently Renovated Rustic Farmhouse, Windham Vermont
- | Handmade 4 Bed Log Cabin | 5 Min From Skiing |
- Yes, here are some popular vacation rentals in Windham that have internet access:
- Magic Haven 3+ Bdrms 2+flrs (1400 sq ft) near Magic, Stratton, Okemo & Bromley!
- 1830's Recently Renovated Rustic Farmhouse, Windham Vermont
- | Handmade 4 Bed Log Cabin | 5 Min From Skiing |
- Some of the most popular kid friendly rentals in Windham are:
- Magic Haven 3+ Bdrms 2+flrs (1400 sq ft) near Magic, Stratton, Okemo & Bromley!
- 1830's Recently Renovated Rustic Farmhouse, Windham Vermont
- Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain