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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Chesterfield Vacation Homes

Downtown Hot Tub Escape
Fridge, microwave, oven, stovetop

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (17)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is CA $425
CA $689 total
includes taxes & fees
Aug 24 - Aug 25
Downtown Hot Tub Escape
Lovely 2nd Floor Apartment
Interior

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (32)
"Easy stay, good location for us. Would stay again. "
The price is CA $161
CA $281 total
includes taxes & fees
Aug 24 - Aug 25
Lovely 2nd Floor Apartment
Story Book Lake Front Chateau with Private Beach!
Interior

Story Book Lake Front Chateau with Private Beach!

10.0 out of 10, Exceptional, (8)
"We had a wonderful stay here over three nights in mid-April. We loved the style and personal touches of the property, and our dog loved how dog friendly it was and especially loved being able to prance around the beach and pull sticks out of the lake. Our visit was fantastic, and we’d happily come back sometime — well worth it!"
Story Book Lake Front Chateau with Private Beach!
Beautiful Custom Built Timber Frame Home, Sleeps 11
Smart TV, fireplace, DVD player, table tennis

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (106)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Fridge, microwave, oven, stovetop

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (55)
"We had so much fun between swimming and having a fire . The place is beautiful and private and yet not to far from everything."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 8
Outdoor dining

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 8

10.0 out of 10, Exceptional, (47)
"A charming updated farmhouse. Lots of sitting and dining areas.... lovely stay."
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 8
Fabulous Mountain Top Retreat - 10 minutes from mount snow!
2 bedrooms, WiFi, bed sheets

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!
Countryside, mountain-view house near eagle's nest with patios - dog-friendly
Interior

Countryside, mountain-view house near eagle's nest with patios - dog-friendly

9.6 out of 10, Exceptional, (5)
"Perfect little spot for a ski trip to Stratton!"
Countryside, mountain-view house near eagle's nest with patios - dog-friendly
Hilltop Home with Great Views
Property grounds

Hilltop Home with Great Views

9.2 out of 10, Wonderful, (12)
"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...
Hilltop Home with Great Views
Family Friendly Hilltop House In Putney Vermont
Property grounds

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is CA $208
CA $398 total
includes taxes & fees
Sep 6 - Sep 7
Family Friendly Hilltop House In Putney Vermont
Charming Waterfront Log Cabin
3 bedrooms, travel crib, free WiFi, bed sheets

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (40)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
Two-story, dog-friendly house with wood fireplace
Fridge, microwave, oven, stovetop

Two-story, dog-friendly house with wood fireplace

8.4 out of 10, Very good, (29)
"House was awesome! Fit a large group well! Would recommend for sure!"
Two-story, dog-friendly house with wood fireplace
Pet-friendly Farmhouse, near hiking!
Smart TV, fireplace

Pet-friendly Farmhouse, near hiking!

10.0 out of 10, Exceptional, (1)
"We had an absolutely amazing time at Ranny Brook Farm. Despite being right on a main road, the property feels like your own secluded little world — perfect for relaxing and unwinding. Our boys, Maverick and Moose (Gordon Setters), were in absolute heaven running free in the huge 1-acre yard. They ran hard and crashed harder every night!The humans loved the cozy fire pit, relaxing hot tub, fantastic kitchen, and the double living rooms that gave us plenty of space. My husband turned into...
Pet-friendly Farmhouse, near hiking!
Mountain view home with expansive deck, pellet stove, hot tub and outdoor shower
TV

Mountain view home with expansive deck, pellet stove, hot tub and outdoor shower

10.0 out of 10, Exceptional, (1)
"This home is beautiful inside and out! I highly recommend it to groups of people. There is so much space to gather and room for alone time. "
Mountain view home with expansive deck, pellet stove, hot tub and outdoor shower
Cozy cottage tucked away in the woods
Property grounds

Cozy cottage tucked away in the woods

9.8 out of 10, Exceptional, (45)
"Nice and comfy - loved the decor and the property."
Cozy cottage tucked away in the woods
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Property grounds

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (17)
"Very clean, well equipped and thoughtfuly supplied. An extra bonus were the great assortment of books, games, movies, and puzzles available. A great deal of experience and generosity went into choices made, and it was much appreciated. "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Lakes and Hiking Summertime - Spacious 4-bedroom Pet Friendly Home
Property grounds

Lakes and Hiking Summertime - Spacious 4-bedroom Pet Friendly Home

10.0 out of 10, Exceptional, (5)
"We had a great experience at Erika’s place. The house was great. Spacious & cozy at the same time. Plenty of amenities to keep the kids entertained from the theater in the basement to card games, fussball, darts, backyard, and firepit,for roasting marshmallows. We hiked at Molly Stark, went to the reservoir, & skied at Mt. Snow all in under 20 min away. We had a good time, it was a perfect getaway for our spring break. "
Lakes and Hiking Summertime - Spacious 4-bedroom Pet Friendly Home
Potter's Place | House in Jamaica with mountain views
Fridge, microwave, oven, stovetop

Potter's Place | House in Jamaica with mountain views

9.4 out of 10, Exceptional, (9)
"Stayed at this lovely home for a short weekend trip in the winter. Very convenient location, clean and well kept. Be sure to have AWD and proper tires if you visit in the winter!"
Potter's Place | House in Jamaica with mountain views
Rustic, dog-friendly escape with private pool, sweeping views, & W/D
TV

Rustic, dog-friendly escape with private pool, sweeping views, & W/D

9.2 out of 10, Wonderful, (17)
"The house was great and offered amazing views of the VT mountains! Definitely recommend it and will be back!"
Rustic, dog-friendly escape with private pool, sweeping views, & W/D
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Fridge, microwave, oven, stovetop

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

10.0 out of 10, Exceptional, (12)
"Great property, plenty of space and room for all. Location is ideal"
The price is CA $323
CA $757 total
includes taxes & fees
Sep 15 - Sep 16
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
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 Chesterfield Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Our stay at Vikings Villages was fantastic. The cottages are done very tastefully, have everything you need and are very clean. The grounds are beautiful, there's a nice firepit to enjoy in the evening. We loved watching the sheep also. The owner was very friendly and helpful with restaurant suggestions. We'll definitely be back for a longer stay in the future. "
Kristen 1-night trip
Posted 8 hours ago
Vikings Villages Resort