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Compare 180 Vacation Homes in Chesterfield with updated reviews, rates, and availability.

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (24)
"Easy stay, good location for us. Would stay again. "
The price is SAR 484
SAR 813 total
includes taxes & fees
2 Jun - 3 Jun
Lovely 2nd Floor Apartment

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"The property is very large. Lots of sleeping area. Many activities within the rental to keep everyone off all ages busy, kept finding new things in nooks and crannies. Lots of property got our dog to run. "
GAMERS HAVEN, River Wine Inn!

Downtown Hot Tub Escape

9.4 out of 10, Exceptional, (11)
"Brought my parents and my Brother to this rental - It was a nice place."
The price is SAR 825
SAR 1,469 total
includes taxes & fees
29 May - 30 May
Downtown Hot Tub Escape

Family Friendly Hilltop House In Putney Vermont

9.6 out of 10, Exceptional, (54)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is SAR 731
SAR 1,277 total
includes taxes & fees
1 Jun - 2 Jun
Family Friendly Hilltop House In Putney Vermont

Story Book Lake Front Chateau with Private Beach!

10.0 out of 10, Exceptional, (6)
"We loved staying here! The property was sparkling clean and very well stocked with everything you need. Comfortable beds and space. The view was beautiful and the privacy and yard created great memories for our family. Thank you sharing your beautiful house with us!"
Story Book Lake Front Chateau with Private Beach!

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

10.0 out of 10, Exceptional, (4)
"In town for funeral, the place was great. Very roomy and comfy."
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Spacious 4-bedroom Pet Friendly Home Near Lakes and Hiking

10.0 out of 10, Exceptional, (1)
"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. "
Spacious 4-bedroom Pet Friendly Home Near Lakes and Hiking

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

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

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

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (38)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

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

9.4 out of 10, Exceptional, (15)
"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

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"We enjoyed our stay. AWD is a must for the driveway. The number of security cameras around the property is uncomfortable."
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Pet-friendly Farmhouse, near hiking!

Pet-friendly Farmhouse, near hiking!

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

Spectacular Mountain views with all the amentities nearby

9.8 out of 10, Exceptional, (53)
"Beautifully decorated retreat in the treetops."
Spectacular Mountain views with all the amentities nearby

Inviting mountain view home with game room, balcony & W/D

8.8 out of 10, Excellent, (8)
"This house was perfect in every way for our family gathering. The location is remote enough that you feel like you are getting away, but very close to shops, restaurants etc. The house is very well equipped as well- kitchen has everything you would ever need for cooking and entertaining. There were also many games and a Bluetooth speaker available. We thoroughly enjoyed our time here and are even already talking about booking it again next year."
Inviting mountain view home with game room, balcony & W/D

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

10.0 out of 10, Exceptional, (30)
"The house was so well stocked and very child friendly. So many personal touches that made us feel at home and comfortable. Would definitely stay again!"
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

Cozy farmhouse, sleeps 8,ski hill 5 min drive, walk 2 village,pets, decks, wbfp

10.0 out of 10, Exceptional, (1)
"Our mostly young adult group enjoyed our stay at this fun cozy house! Enough space for everyone and easy to find everything you need for a long ski weekend with family and friends! We loved that dogs are welcome, as we often have one along. Easy communication with host. Overall great stay! "
Cozy farmhouse, sleeps 8,ski hill 5 min drive, walk 2 village,pets, decks, wbfp
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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