Compare Chester Guest House Rentals

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Featured Guest Houses in Chester

The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
$186 nightly
The price is $201 total per night
$201 total
Feb 22 - Feb 23
Total with taxes and fees
The Burrell House features free WiFi in public areas and a picnic area. If you decide to drive, there's free parking.
Parking included
Free WiFi
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

Wilmington VT
At this guesthouse, guests have access to a gym, laundry facilities, and a garden. This family-friendly guesthouse also has barbecue grills.
Free WiFi
Gym
The Weston

The Weston

5 out of 5
630 Main St Weston VT
$428 nightly
The price is $467 total per night
$467 total
Mar 11 - Mar 12
Total with taxes and fees
Guests of The Weston enjoy features like a full-service spa, free WiFi in public areas, and spa treatment rooms. If you drive, take advantage of free parking. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury guesthouse include coffee/tea in a common area, local meal delivery service, and a garden.
Spa
Pet friendly
The Inn At Quail Run

The Inn At Quail Run

2.5 out of 5
106 Smith Road Wilmington VT
$225 nightly
The price is $248 total per night
$248 total
Feb 18 - Feb 19
Total with taxes and fees
The Inn At Quail Run features a sauna, free WiFi in public areas, and a hot tub. If you plan to drive, free parking is available. Additional amenities include a seasonal outdoor pool, a microwave in a common area, and a refrigerator in a common area.
Pool
Hot Tub
Inn at Clearwater Pond (Quechee)

Inn at Clearwater Pond (Quechee)

3.5 out of 5
984 Quechee-Hartland Road White River Junction VT
At Inn at Clearwater Pond (Quechee), guests have access to a 24-hour gym, free WiFi in public areas, and coffee in a common area. There's free parking, as well as a free airport shuttle (available on request). Helpful staff can provide tour or ticket assistance and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a refrigerator in a common area, a meeting room, and a library.
Breakfast included
Free airport shuttle
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

Weston VT
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Air conditioning
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

Chester VT
At this guesthouse, guests have access to features like laundry facilities. This family-friendly guesthouse also has a garden.
Free WiFi
Parking available
Excellent location close to trails treasures await.

Excellent location close to trails treasures await.

Mt Tabor VT
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway

Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway

East Dover VT
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden. This smoke-free guesthouse also has a living plant wall.
Pool
Free WiFi
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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.

Hotel Options in Chester

    Fullerton Inn

    Fullerton Inn

    40 The Common Chester VT
    $129 nightly
    The price is $141 total per night from Mar 1 to Mar 2
    $141 total
    Mar 1 - Mar 2
    Total with taxes and fees
    8/10 Very Good! (414 reviews)
    Pointe at Castle Hill Resort

    Pointe at Castle Hill Resort

    2940 State Route 103 Cavendish VT
    $144 nightly
    The price is $157 total per night from Mar 9 to Mar 10
    $157 total
    Mar 9 - Mar 10
    Total with taxes and fees
    8.8/10 Excellent! (977 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $349 nightly
    The price is $384 total per night from Mar 8 to Mar 9
    $384 total
    Mar 8 - Mar 9
    Total with taxes and fees
    9.2/10 Wonderful! (564 reviews)

Chester Guest Houses essential information

Accommodation
13 Guest Houses
Lowest Price
$141
Highest Price
$467
Popular accommodation
The Burrell House, Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham , The Weston, The Inn At Quail Run, Inn at Clearwater Pond (Quechee), Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!, Excellent location close to trails treasures await. , Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway

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