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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Andover vacation homes

Interior
Whimsical Room & Private Bathroom in Historic Inn

Vacation Home in Chester Depot

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is AED 474
AED 745 total
includes taxes & fees
14 Dec - 15 Dec
Whimsical Room & Private Bathroom in Historic Inn
Interior
Charming Cavendish Guesthouse

Vacation Home in Cavendish

9.8 out of 10, Exceptional, (7)
"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."
United States
deborah m.
The price is AED 651
AED 1,112 total
includes taxes & fees
10 Dec - 11 Dec
Charming Cavendish Guesthouse
Terrace/patio
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Vacation Home in Bridgewater

9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is AED 632
AED 1,966 total
includes taxes & fees
10 Dec - 11 Dec
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, oven, stovetop
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Vacation Home in Mt Holly

9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AED 512
AED 1,812 total
includes taxes & fees
10 Dec - 11 Dec
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Fridge, microwave, oven, stovetop
Mountain Stay | Skiing | Hiking | Sleeps 8

Vacation Home in Bridgewater

9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is AED 698
AED 1,983 total
includes taxes & fees
10 Dec - 11 Dec
Mountain Stay | Skiing | Hiking | Sleeps 8
Fridge, microwave, oven, stovetop
The Carol - 10 minutes to Okemo & Newly Renovated

Vacation Home in Cavendish

10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
United States
Esther K.
The price is AED 671
AED 1,204 total
includes taxes & fees
10 Dec - 11 Dec
The Carol - 10 minutes to Okemo & Newly Renovated
Outdoor dining
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Vacation Home in Walpole

10.0 out of 10, Exceptional, (50)
"We had a very lovely stay. "
United States
mary c.
The price is AED 926
AED 2,032 total
includes taxes & fees
10 Dec - 11 Dec
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes

Vacation Home in Chester Depot

9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is AED 511
AED 1,230 total
includes taxes & fees
10 Dec - 11 Dec
Chester Farmhouse Ski Retreat near Slopes
Property grounds
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Vacation Home in Ludlow

9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is AED 786
AED 1,597 total
includes taxes & fees
10 Dec - 11 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
2 bedrooms, WiFi, bed sheets
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Vacation Home in Londonderry

2.0 star property
8.0 out of 10, Very Good, (1)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is AED 932
AED 1,821 total
includes taxes & fees
10 Dec - 11 Dec
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Terrace/patio
Ski in Ski out Condo! Pool access

Vacation Home in Stratton

8.8 out of 10, Excellent, (3)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
The price is AED 643
AED 1,979 total
includes taxes & fees
10 Dec - 11 Dec
Ski in Ski out Condo! Pool access
Outdoor spa tub
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Vacation Home in Jamaica

9.8 out of 10, Exceptional, (27)
"EXCELLENT location managed by an amazing host who was very communicative and helpful!Hottub was perfect, plenty of sleeping and activities available at the house and in the immediate area (local food was AWESOME)."
United States
s w.
The price is AED 899
AED 3,145 total
includes taxes & fees
10 Dec - 11 Dec
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Outdoor spa tub
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Vacation Home in Jamaica

9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
The price is AED 911
AED 3,150 total
includes taxes & fees
16 Dec - 17 Dec
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Fridge, microwave, oven, stovetop
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Vacation Home in South Londonderry

9.6 out of 10, Exceptional, (4)
"Host was accommodating with responses."
United States
Michael S.
The price is AED 678
AED 1,754 total
includes taxes & fees
10 Dec - 11 Dec
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Outdoor spa tub
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Vacation Home in Winhall

9.6 out of 10, Exceptional, (30)
"It was exactly what we wanted. Fireplace , hot tub, and ample sleeping arrangements "
United States
Craig F.
The price is AED 814
AED 2,457 total
includes taxes & fees
10 Dec - 11 Dec
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Exterior
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Vacation Home in Ludlow

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is AED 786
AED 1,597 total
includes taxes & fees
10 Dec - 11 Dec
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Interior
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Vacation Home in Stratton

7.8 out of 10, Good, (52)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is AED 672
AED 1,459 total
includes taxes & fees
6 Jan - 7 January 2026
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Property grounds
Cozy 220 Year Colonial with a spectacular view

Vacation Home in Tinmouth

9.6 out of 10, Exceptional, (5)
"Beautiful place. We had a great time. "
United States
Laurel W.
The price is AED 1,194
AED 2,435 total
includes taxes & fees
13 Dec - 14 Dec
Cozy 220 Year Colonial with a spectacular view
House, 3 Bedrooms | Living area
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

Vacation Home in Killington

3.0 star property
The price is AED 1,054
AED 3,240 total
includes taxes & fees
10 Dec - 11 Dec
The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home
Fridge, microwave, oven, stovetop
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Vacation Home in Jamaica

9.0 out of 10, Wonderful, (6)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
United States
Michael C.
The price is AED 1,212
AED 2,651 total
includes taxes & fees
10 Dec - 11 Dec
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Andover Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
Amanda 1-night trip
Posted 1 day ago
The Palmer House Resort, an Ascend Collection Hotel