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Holiday Rentals in Windham

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
50 rentals in Windham.
Brand New Luxury “Tiny” House, Immersed In Nature, holiday rental in Windham
Brand New Luxury “Tiny” House, Immersed In Nature, holiday rental in Windham
Brand New Luxury “Tiny” House, Immersed In Nature, holiday rental in Windham

Brand New Luxury “Tiny” House, Immersed In Nature

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain, holiday rental in Windham
Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain, holiday rental in Windham
Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain, holiday rental in Windham

Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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| Handmade 4 Bed Log Cabin | 5 Min From Skiing |, holiday rental in Windham
| Handmade 4 Bed Log Cabin | 5 Min From Skiing |, holiday rental in Windham
| Handmade 4 Bed Log Cabin | 5 Min From Skiing |, holiday rental in Windham

| Handmade 4 Bed Log Cabin | 5 Min From Skiing |

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Artistic southern Vermont home at Windham, holiday rental in Windham
Artistic southern Vermont home at Windham, holiday rental in Windham
Artistic southern Vermont home at Windham, holiday rental in Windham

Artistic southern Vermont home at Windham

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Windham Hill A-Frame - Close to 3 Ski Resorts!, holiday rental in Windham
The Windham Hill A-Frame - Close to 3 Ski Resorts!, holiday rental in Windham
The Windham Hill A-Frame - Close to 3 Ski Resorts!, holiday rental in Windham

The Windham Hill A-Frame - Close to 3 Ski Resorts!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Magic Haven 3+ Bdrms 2+flrs -1400 sq ft near Magic, Stratton, Okemo & Bromley!, holiday rental in Windham
Magic Haven 3+ Bdrms 2+flrs -1400 sq ft near Magic, Stratton, Okemo & Bromley!, holiday rental in Windham
Magic Haven 3+ Bdrms 2+flrs -1400 sq ft near Magic, Stratton, Okemo & Bromley!, holiday rental in Windham

Magic Haven 3+ Bdrms 2+flrs -1400 sq ft near Magic, Stratton, Okemo & Bromley!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Your perfect Vermont Getaway, holiday rental in Windham
Your perfect Vermont Getaway, holiday rental in Windham
Your perfect Vermont Getaway, holiday rental in Windham

Your perfect Vermont Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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1830's Recently Renovated Rustic Farmhouse, Windham Vermont, holiday rental in Windham
1830's Recently Renovated Rustic Farmhouse, Windham Vermont, holiday rental in Windham
1830's Recently Renovated Rustic Farmhouse, Windham Vermont, holiday rental in Windham

1830's Recently Renovated Rustic Farmhouse, Windham Vermont

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern Farmhouse Minutes to Six Vermont Ski Resorts, holiday rental in Windham
Modern Farmhouse Minutes to Six Vermont Ski Resorts, holiday rental in Windham
Modern Farmhouse Minutes to Six Vermont Ski Resorts, holiday rental in Windham

Modern Farmhouse Minutes to Six Vermont Ski Resorts

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Vermont Ski Chalet ~ 5 Mi to Magic Mountain, holiday rental in Windham
Vermont Ski Chalet ~ 5 Mi to Magic Mountain, holiday rental in Windham
Vermont Ski Chalet ~ 5 Mi to Magic Mountain, holiday rental in Windham

Vermont Ski Chalet ~ 5 Mi to Magic Mountain

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Relax, Recharge & Rejuvenate with 5 Ski Resorts Nearby, holiday rental in Windham
Relax, Recharge & Rejuvenate with 5 Ski Resorts Nearby, holiday rental in Windham
Relax, Recharge & Rejuvenate with 5 Ski Resorts Nearby, holiday rental in Windham

Relax, Recharge & Rejuvenate with 5 Ski Resorts Nearby

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views., holiday rental in Windham
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views., holiday rental in Windham
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views., holiday rental in Windham

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

Holiday Rental House
11 bedrooms
7 bathrooms
Sleeps 30
Match: Sleeps
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The following properties within 32 kms of Windham match all your filters:
SEPTEMBER SPECIAL! 15% Off mid week bookings at the Secluded Trout Cabin, holiday rental in Windham
SEPTEMBER SPECIAL! 15% Off mid week bookings at the Secluded Trout Cabin, holiday rental in Windham
SEPTEMBER SPECIAL! 15% Off mid week bookings at the Secluded Trout Cabin, holiday rental in Windham

SEPTEMBER SPECIAL! 15% Off mid week bookings at the Secluded Trout Cabin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ski-In/Ski-Out Condo on Magic Mountain, holiday rental in Windham
Ski-In/Ski-Out Condo on Magic Mountain, holiday rental in Windham
Ski-In/Ski-Out Condo on Magic Mountain, holiday rental in Windham

Ski-In/Ski-Out Condo on Magic Mountain

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Mountain chalet, holiday rental in Windham
Mountain chalet, holiday rental in Windham
Mountain chalet, holiday rental in Windham

Mountain chalet

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Londonderry Chalet w/ Deck, Fire Pit & Views!, holiday rental in Windham
Londonderry Chalet w/ Deck, Fire Pit & Views!, holiday rental in Windham
Londonderry Chalet w/ Deck, Fire Pit & Views!, holiday rental in Windham

Londonderry Chalet w/ Deck, Fire Pit & Views!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!, holiday rental in Windham
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!, holiday rental in Windham
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!, holiday rental in Windham

Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Cozy Chalet in Vermont's Golden Triangle, holiday rental in Windham
Cozy Chalet in Vermont's Golden Triangle, holiday rental in Windham
Cozy Chalet in Vermont's Golden Triangle, holiday rental in Windham

Cozy Chalet in Vermont's Golden Triangle

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy Trailside Condo on Magic Mountain!, holiday rental in Windham
Cozy Trailside Condo on Magic Mountain!, holiday rental in Windham
Cozy Trailside Condo on Magic Mountain!, holiday rental in Windham

Cozy Trailside Condo on Magic Mountain!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Magical Trailside Condo at Magic Mountain, holiday rental in Windham
Magical Trailside Condo at Magic Mountain, holiday rental in Windham
Magical Trailside Condo at Magic Mountain, holiday rental in Windham

Magical Trailside Condo at Magic Mountain

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Cozy Condo w/ Magic Mountain Ski-In Access!, holiday rental in Windham
Cozy Condo w/ Magic Mountain Ski-In Access!, holiday rental in Windham
Cozy Condo w/ Magic Mountain Ski-In Access!, holiday rental in Windham

Cozy Condo w/ Magic Mountain Ski-In Access!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Ski-In/Ski-Out Magic Mountain Condo w/ Deck!, holiday rental in Windham
Ski-In/Ski-Out Magic Mountain Condo w/ Deck!, holiday rental in Windham
Ski-In/Ski-Out Magic Mountain Condo w/ Deck!, holiday rental in Windham

Ski-In/Ski-Out Magic Mountain Condo w/ Deck!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Vermont Lake, Fishing & Ski Carriage Home, holiday rental in Windham
Vermont Lake, Fishing & Ski Carriage Home, holiday rental in Windham
Vermont Lake, Fishing & Ski Carriage Home, holiday rental in Windham

Vermont Lake, Fishing & Ski Carriage Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cozy Chalet on Magic Mountain, holiday rental in Windham
Cozy Chalet on Magic Mountain, holiday rental in Windham
Cozy Chalet on Magic Mountain, holiday rental in Windham

Cozy Chalet on Magic Mountain

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Apartment at Viking Nordic Center; sleeps 8. Rent with The Farmhouse to sleep 18, holiday rental in Windham
Apartment at Viking Nordic Center; sleeps 8. Rent with The Farmhouse to sleep 18, holiday rental in Windham
Apartment at Viking Nordic Center; sleeps 8. Rent with The Farmhouse to sleep 18, holiday rental in Windham

Apartment at Viking Nordic Center; sleeps 8. Rent with The Farmhouse to sleep 18

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Contemporary Ski Chalet Minutes to Hiking Dining Parks, holiday rental in Windham
Contemporary Ski Chalet Minutes to Hiking Dining Parks, holiday rental in Windham
Contemporary Ski Chalet Minutes to Hiking Dining Parks, holiday rental in Windham

Contemporary Ski Chalet Minutes to Hiking Dining Parks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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South Londonderry Home, Walk to Magic Mtn Ski Area, holiday rental in Windham
South Londonderry Home, Walk to Magic Mtn Ski Area, holiday rental in Windham
South Londonderry Home, Walk to Magic Mtn Ski Area, holiday rental in Windham

South Londonderry Home, Walk to Magic Mtn Ski Area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cozy Chalet on Magic Mountain, holiday rental in Windham
Cozy Chalet on Magic Mountain, holiday rental in Windham
Cozy Chalet on Magic Mountain, holiday rental in Windham

Cozy Chalet on Magic Mountain

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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In the Ski Zone. 3 minutes past Magic Mtn. Private snowmobile trails., holiday rental in Windham
In the Ski Zone. 3 minutes past Magic Mtn. Private snowmobile trails., holiday rental in Windham
In the Ski Zone. 3 minutes past Magic Mtn. Private snowmobile trails., holiday rental in Windham

In the Ski Zone. 3 minutes past Magic Mtn. Private snowmobile trails.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby, holiday rental in Windham
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby, holiday rental in Windham
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby, holiday rental in Windham

Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious mountainside retreat - Fireplaces, New kitchen, Great for groups, holiday rental in Windham
Spacious mountainside retreat - Fireplaces, New kitchen, Great for groups, holiday rental in Windham
Spacious mountainside retreat - Fireplaces, New kitchen, Great for groups, holiday rental in Windham

Spacious mountainside retreat - Fireplaces, New kitchen, Great for groups

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Minutes to a Magical Apres Ski!, holiday rental in Windham
Minutes to a Magical Apres Ski!, holiday rental in Windham
Minutes to a Magical Apres Ski!, holiday rental in Windham

Minutes to a Magical Apres Ski!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts, holiday rental in Windham
Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts, holiday rental in Windham
Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts, holiday rental in Windham

Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Classic home half a mile from Magic Mountain with fireplace & large deck, holiday rental in Windham
Classic home half a mile from Magic Mountain with fireplace & large deck, holiday rental in Windham
Classic home half a mile from Magic Mountain with fireplace & large deck, holiday rental in Windham

Classic home half a mile from Magic Mountain with fireplace & large deck

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!, holiday rental in Windham
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!, holiday rental in Windham
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!, holiday rental in Windham

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Baby Barn, Architect Owner, holiday rental in Windham
Baby Barn, Architect Owner, holiday rental in Windham
Baby Barn, Architect Owner, holiday rental in Windham

Baby Barn, Architect Owner

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Historic Farmhouse, Quaint Vermont Experience, holiday rental in Windham
Historic Farmhouse, Quaint Vermont Experience, holiday rental in Windham
Historic Farmhouse, Quaint Vermont Experience, holiday rental in Windham

Historic Farmhouse, Quaint Vermont Experience

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Family getaway near Magic Mountain, VT, holiday rental in Windham
Spacious Family getaway near Magic Mountain, VT, holiday rental in Windham
Spacious Family getaway near Magic Mountain, VT, holiday rental in Windham

Spacious Family getaway near Magic Mountain, VT

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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4BR Green Mountain Magic in Heart of Vermont with AC & fans, holiday rental in Windham
4BR Green Mountain Magic in Heart of Vermont with AC & fans, holiday rental in Windham
4BR Green Mountain Magic in Heart of Vermont with AC & fans, holiday rental in Windham

4BR Green Mountain Magic in Heart of Vermont with AC & fans

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Magic View in Scenic Vermont - Mtn View & Hot Tub, holiday rental in Windham
Magic View in Scenic Vermont - Mtn View & Hot Tub, holiday rental in Windham
Magic View in Scenic Vermont - Mtn View & Hot Tub, holiday rental in Windham

Magic View in Scenic Vermont - Mtn View & Hot Tub

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Hodge Podge Lodge - Grandparents Legacy, holiday rental in Windham
Hodge Podge Lodge - Grandparents Legacy, holiday rental in Windham
Hodge Podge Lodge - Grandparents Legacy, holiday rental in Windham

Hodge Podge Lodge - Grandparents Legacy

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Views and Privacy Welcome Your Family to This Elegant Mountain Home, holiday rental in Windham
Stunning Views and Privacy Welcome Your Family to This Elegant Mountain Home, holiday rental in Windham
Stunning Views and Privacy Welcome Your Family to This Elegant Mountain Home, holiday rental in Windham

Stunning Views and Privacy Welcome Your Family to This Elegant Mountain Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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House is Vermont Perfection nestled near all of your outdoor activities., holiday rental in Windham
House is Vermont Perfection nestled near all of your outdoor activities., holiday rental in Windham
House is Vermont Perfection nestled near all of your outdoor activities., holiday rental in Windham

House is Vermont Perfection nestled near all of your outdoor activities.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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SPECIAL! Perfect Family Getaway! Book 4 nights get 5th half off!, holiday rental in Windham
SPECIAL! Perfect Family Getaway! Book 4 nights get 5th half off!, holiday rental in Windham
SPECIAL! Perfect Family Getaway! Book 4 nights get 5th half off!, holiday rental in Windham

SPECIAL! Perfect Family Getaway! Book 4 nights get 5th half off!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Chalet on Magic Mountain w/ Hot tub, fire pit and pellet stoves!, holiday rental in Windham
Chalet on Magic Mountain w/ Hot tub, fire pit and pellet stoves!, holiday rental in Windham
Chalet on Magic Mountain w/ Hot tub, fire pit and pellet stoves!, holiday rental in Windham

Chalet on Magic Mountain w/ Hot tub, fire pit and pellet stoves!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!, holiday rental in Windham
Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!, holiday rental in Windham
Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!, holiday rental in Windham

Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Farmhouse in South Londonderry - great amenities and really close to ski resorts, holiday rental in Windham
Farmhouse in South Londonderry - great amenities and really close to ski resorts, holiday rental in Windham
Farmhouse in South Londonderry - great amenities and really close to ski resorts, holiday rental in Windham

Farmhouse in South Londonderry - great amenities and really close to ski resorts

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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5-Bedroom Winter Wonderland with  3 fireplaces, holiday rental in Windham
5-Bedroom Winter Wonderland with  3 fireplaces, holiday rental in Windham
5-Bedroom Winter Wonderland with  3 fireplaces, holiday rental in Windham

5-Bedroom Winter Wonderland with 3 fireplaces

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 5
Match: Sleeps
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Lovely home on 500 acres w/private lake near great skiing - for all-season fun, holiday rental in Windham
Lovely home on 500 acres w/private lake near great skiing - for all-season fun, holiday rental in Windham
Lovely home on 500 acres w/private lake near great skiing - for all-season fun, holiday rental in Windham

Lovely home on 500 acres w/private lake near great skiing - for all-season fun

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym, holiday rental in Windham
Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym, holiday rental in Windham
Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym, holiday rental in Windham

Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Frequently Asked Questions about Windham