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
$140 nightly
The price is $151 total per night
$151 total
May 21 - May 22
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
The Weston

The Weston

5 out of 5
630 Main St Weston VT
$299 nightly
The price is $326 total per night
$326 total
May 21 - May 22
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 concierge services and luggage storage. 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
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
The Inn At Quail Run

The Inn At Quail Run

2.5 out of 5
106 Smith Road Wilmington VT
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $215 total per night
$215 total
May 21 - May 22
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
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
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

Ludlow VT
At this guesthouse, guests enjoy features like tennis courts.
Free WiFi
Parking available
Excellent location Southern Vt.

Excellent location Southern Vt.

Mt Tabor VT
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
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
Pristine Magical Retreat Cottage - 55% off monthly, 15% off weekly till June 20.

Pristine Magical Retreat Cottage - 55% off monthly, 15% off weekly till June 20.

East Dover VT
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a living plant wall. This smoke-free guesthouse also has a garden.
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 May 26 to May 27
    $141 total
    May 26 - May 27
    Total with taxes and fees
    8.2/10 Very Good! (434 reviews)
    Historic 150-year-old farmhouse, Jacuzzi included

    Historic 150-year-old farmhouse, Jacuzzi included

    Chester VT
    $393 nightly
    The price is $440 total per night from May 21 to May 22
    $440 total
    May 21 - May 22
    Total with taxes and fees
    9.8/10 Exceptional! (16 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $359 nightly
    The price is $395 total per night from May 25 to May 26
    $395 total
    May 25 - May 26
    Total with taxes and fees
    9.4/10 Exceptional! (578 reviews)

Chester Guest Houses essential information

Accommodation
12 Guest Houses
Lowest Price
$141
Highest Price
$440
Popular accommodation
The Burrell House, The Weston, Inn at Clearwater Pond (Quechee), The Inn At Quail Run, Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants , Excellent location Southern Vt. , Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham , Pristine Magical Retreat Cottage - 55% off monthly, 15% off weekly till June 20.

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