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Andover Holiday Rentals

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50 rentals in Andover.
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Secluded log cabin on 25 acres bordering state forest with trails nearby, holiday rental in Andover

Secluded log cabin on 25 acres bordering state forest with trails nearby

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Post and Beam with beautiful Okemo View-Plan a Spring Golf Get Away Weekend, holiday rental in Andover

Post and Beam with beautiful Okemo View-Plan a Spring Golf Get Away Weekend

7 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Historic Chester House 10-30 Mins to 5 Mountains!, holiday rental in Andover

Historic Chester House 10-30 Mins to 5 Mountains!

5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Vermont Hillside Cottage w/Great View - Pet Friendly, holiday rental in Andover

Vermont Hillside Cottage w/Great View - Pet Friendly

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Fully Renovated One-Room Schoolhouse on 22+ acres, holiday rental in Andover

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Luxury Log Cabin in Beautiful Weston, VT, holiday rental in Andover

Luxury Log Cabin in Beautiful Weston, VT

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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4 bedroom Vermont Farmhouse centrally located near ski resorts and lakes, holiday rental in Andover

4 bedroom Vermont Farmhouse centrally located near ski resorts and lakes

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fall Foliage and Winter Skiing!!, holiday rental in Andover

Fall Foliage and Winter Skiing!!

6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Log home perfect for a family getaway - 5 miles to Okemo Mtn Resort!, holiday rental in Andover

Log home perfect for a family getaway - 5 miles to Okemo Mtn Resort!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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OKEMO SKI HOUSE W/ NEW 6 PERSON HOT TUB, 6 Bedrooms  (2 K, 3 Q, 1 f/t), holiday rental in Andover

OKEMO SKI HOUSE W/ NEW 6 PERSON HOT TUB, 6 Bedrooms (2 K, 3 Q, 1 f/t)

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Charming Ski Chalet Minutes From Okemo Mountain!, holiday rental in Andover

Charming Ski Chalet Minutes From Okemo Mountain!

5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Private Mountain Cottage

0 bedrooms
0 bathrooms
Sleeps 0
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Light-Filled Octagon Getaway, wifi, close to ski areas, holiday rental in Andover

Light-Filled Octagon Getaway, wifi, close to ski areas

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Resort Home with Pool * 'The Castle Hill'  Spa & Tennis, holiday rental in Andover

Resort Home with Pool * 'The Castle Hill' Spa & Tennis

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Stay Safe! Stay strong!, holiday rental in Andover

Stay Safe! Stay strong!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly cabin with a deck, excellent home base for skiing, holiday rental in Andover

Family-friendly cabin with a deck, excellent home base for skiing

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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8 Bedroom Home - 500 Acres w/Private Lake near Great Skiing - for All-Season Fun, holiday rental in Andover

8 Bedroom Home - 500 Acres w/Private Lake near Great Skiing - for All-Season Fun

8 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Slopeside 2BR 2BTH Condo at Magic Mountain, holiday rental in Andover

Slopeside 2BR 2BTH Condo at Magic Mountain

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tranquil family home set in a quiet neighborhood and easy access to outdoor fun, holiday rental in Andover

Tranquil family home set in a quiet neighborhood and easy access to outdoor fun

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lovely Vermont House, holiday rental in Andover

Lovely Vermont House

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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VT home with a PRIVATE INDOOR POOL - Stratton, Magic, Bromley, Okemo SLEEPS 12, holiday rental in Andover

VT home with a PRIVATE INDOOR POOL - Stratton, Magic, Bromley, Okemo SLEEPS 12

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bright, open home w/ wrap-around deck & mountain views - 2 miles to skiing!, holiday rental in Andover

Bright, open home w/ wrap-around deck & mountain views - 2 miles to skiing!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Vermont Ski Chalet - Fireplace, Walk to Mountain, Great for Groups, holiday rental in Andover

Vermont Ski Chalet - Fireplace, Walk to Mountain, Great for Groups

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Historic Vermont Village Home & Guest Suite - Hike, Bike, & Relax, holiday rental in Andover

Historic Vermont Village Home & Guest Suite - Hike, Bike, & Relax

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Isolated Rural Inn! Private Water, Generator, 3000MG Wifi, Scenic Weston Inn Nea, holiday rental in Andover

Isolated Rural Inn! Private Water, Generator, 3000MG Wifi, Scenic Weston Inn Nea

7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Beautiful Okemo chalet with Hot Tub, holiday rental in Andover

Beautiful Okemo chalet with Hot Tub

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain, holiday rental in Andover

Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Isolated Rural Inn & Cottages! Private Water, Generator, Wifi! Scenic Weston Inn, holiday rental in Andover

Isolated Rural Inn & Cottages! Private Water, Generator, Wifi! Scenic Weston Inn

10 bedrooms
9 bathrooms
Sleeps 16
Match: Sleeps
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6Bed/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 14, holiday rental in Andover

6Bed/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 14

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Ludlow Lookout: Heated Pool + Okemo Shuttle, holiday rental in Andover

Ludlow Lookout: Heated Pool + Okemo Shuttle

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo, holiday rental in Andover

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

8 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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5-Bedroom Winter Wonderland with  3 fireplaces, holiday rental in Andover

5-Bedroom Winter Wonderland with 3 fireplaces

5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Beautiful Vermont Retreat House near Okemo Mountain, holiday rental in Andover

Beautiful Vermont Retreat House near Okemo Mountain

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Victorian recently updated with free WiFi/ deck/ fireplace - Near Okemo, holiday rental in Andover

Elegant Victorian recently updated with free WiFi/ deck/ fireplace - Near Okemo

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The 'Okemo House' at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home, holiday rental in Andover

The 'Okemo House' at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home

5 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Award-Winning Log Cabin, Top 5 in New England!, holiday rental in Andover

Award-Winning Log Cabin, Top 5 in New England!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming VT Farmhouse with awesome mountain views. Children welcome., holiday rental in Andover

Charming VT Farmhouse with awesome mountain views. Children welcome.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chester Farmhouse on 100 Acres, 15 Min to Okemo!, holiday rental in Andover

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Renovated 1920s ski condo, walk to dining, on bus route to slopes!, holiday rental in Andover

Renovated 1920s ski condo, walk to dining, on bus route to slopes!

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Hugging Bear Inn RENT ENTIRE INN, holiday rental in Andover

Hugging Bear Inn RENT ENTIRE INN

6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Ludlow Home - Under 3 Miles to Okemo Mtn Resort!, holiday rental in Andover

Ludlow Home - Under 3 Miles to Okemo Mtn Resort!

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Rustic Home, 10 Min. to Bromley Mtn!, holiday rental in Andover

Private Rustic Home, 10 Min. to Bromley Mtn!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chester Home w/ Views ~10 Mi to Okemo Mtn Resort!, holiday rental in Andover

Chester Home w/ Views ~10 Mi to Okemo Mtn Resort!

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Private Chester Home w/ Deck, Mins to Skiing!, holiday rental in Andover

Private Chester Home w/ Deck, Mins to Skiing!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Reboot & Relax while surrounded by Vermont beauty., holiday rental in Andover

Reboot & Relax while surrounded by Vermont beauty.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ski house / mountain bike, holiday rental in Andover

Ski house / mountain bike

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Vermont charm 8 minutes to Okemo Mountain!, holiday rental in Andover

Vermont charm 8 minutes to Okemo Mountain!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Contemporary Ski Chalet Minutes to Hiking Dining Parks, holiday rental in Andover

Contemporary Ski Chalet Minutes to Hiking Dining Parks

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse, holiday rental in Andover

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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NEW! Grand Londonderry Home w/ Ski Mountain Views!, holiday rental in Andover

NEW! Grand Londonderry Home w/ Ski Mountain Views!

5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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