Airbnb, Vacation Rentals in Chester, MA

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Airbnb, Vacation rentals and hotel deals in Chester, MA

Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
Red Roof Inn PLUS+ West Springfield
7.0 (477 reviews)
Red Roof Inn PLUS+ West Springfield
Hotel · 2 Guests · 1 Bedroom
$92 /night
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The Constance
The Constance
The Constance
The Constance
7.4 (18 reviews)
The Constance
B & B · 2 Guests · 1 Bedroom
$162 /night
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Fairfield Inn & Suites by Marriott Springfield Holyoke
Fairfield Inn & Suites by Marriott Springfield Holyoke
Fairfield Inn & Suites by Marriott Springfield Holyoke
Fairfield Inn & Suites by Marriott Springfield Holyoke
9.2 (142 reviews)
Fairfield Inn & Suites by Marriott Springfield Holyoke
Hotel · 2 Guests · 1 Bedroom
$145 /night
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Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
8.8 (386 reviews)
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$116 /night
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The Whitlock
The Whitlock
The Whitlock
The Whitlock
8.9 (76 reviews)
The Whitlock
Hotel · 2 Guests · 1 Bedroom
$133 /night
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Best Western Springfield West Inn
Best Western Springfield West Inn
Best Western Springfield West Inn
Best Western Springfield West Inn
7.8 (423 reviews)
Best Western Springfield West Inn
Hotel · 2 Guests · 1 Bedroom
$105 /night
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Courtyard by Marriott West Springfield
Courtyard by Marriott West Springfield
Courtyard by Marriott West Springfield
Courtyard by Marriott West Springfield
8.8 (149 reviews)
Courtyard by Marriott West Springfield
Hotel · 2 Guests · 1 Bedroom
$152 /night
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Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.6 (193 reviews)
Berkshire Village Carriage House - Super Private!!
Holiday home · 2 Guests · 1 Bedroom
$150 /night*
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Candlewood Suites-West Springfield, an IHG Hotel
Candlewood Suites-West Springfield, an IHG Hotel
Candlewood Suites-West Springfield, an IHG Hotel
Candlewood Suites-West Springfield, an IHG Hotel
8.3 (108 reviews)
Candlewood Suites-West Springfield, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$166 /night
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Quality Inn
Quality Inn
Quality Inn
Quality Inn
7.7 (269 reviews)
Quality Inn
Hotel · 2 Guests · 1 Bedroom
$104 /night
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The Creation Station is a cozy place so make yourself at home.
The Creation Station is a cozy place so make yourself at home.
The Creation Station is a cozy place so make yourself at home.
The Creation Station is a cozy place so make yourself at home.
9.8 (44 reviews)
The Creation Station is a cozy place so make yourself at home.
Holiday home · 2 Guests · 1 Bedroom
$140 /night*
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The Dewey
The Dewey
The Dewey
The Dewey
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$145 /night
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Tru By Hilton Chicopee Springfield
Tru By Hilton Chicopee Springfield
Tru By Hilton Chicopee Springfield
Tru By Hilton Chicopee Springfield
8.7 (466 reviews)
Tru By Hilton Chicopee Springfield
Hotel · 2 Guests · 1 Bedroom
$130 /night
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Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
6.7 (114 reviews)
Pleasant Valley Motel West Stockbridge
Motel · 2 Guests · 1 Bedroom
$59 /night
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Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
10 (4 reviews)
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
Apartment · 2 Guests · 1 Bedroom
$125 /night*
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mountain refuge
mountain refuge
mountain refuge
mountain refuge
9.6 (4 reviews)
mountain refuge
Accommodation · 2 Guests · 1 Bedroom
$139 /night*
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Clarion Hotel Aqua Lagoon Waterpark
Clarion Hotel Aqua Lagoon Waterpark
Clarion Hotel Aqua Lagoon Waterpark
Clarion Hotel Aqua Lagoon Waterpark
5.0 (183 reviews)
Clarion Hotel Aqua Lagoon Waterpark
Hotel · 2 Guests · 1 Bedroom
$114 /night
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Comfort Inn & Suites West Springfield
Comfort Inn & Suites West Springfield
Comfort Inn & Suites West Springfield
Comfort Inn & Suites West Springfield
7.8 (140 reviews)
Comfort Inn & Suites West Springfield
Hotel · 2 Guests · 1 Bedroom
$115 /night
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Elm Motel
Elm Motel
Elm Motel
Elm Motel
6.7 (24 reviews)
Elm Motel
Motel · 2 Guests · 1 Bedroom
$89 /night
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Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.2 (474 reviews)
Econo Lodge Lee - Great Barrington
Motel · 2 Guests · 1 Bedroom
$63 /night
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Vacation Destinations Near Chester, MA

Airbnb, Vacation House with Air Conditioning in Chester, MA

The Dewey
The Dewey
The Dewey
The Dewey
Air Conditioning
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$145 /night
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Brook Farm Inn
Brook Farm Inn
Brook Farm Inn
Brook Farm Inn
Air Conditioning
Brook Farm Inn
B & B · 2 Guests · 1 Bedroom
$334 /night
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Gateways Inn
Gateways Inn
Gateways Inn
Gateways Inn
Air Conditioning
7.8 (10 reviews)
Gateways Inn
B & B · 2 Guests · 1 Bedroom
$273 /night
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What Are The Most Popular Amenities in Chester, MA?
Top Rental Amenities in Chester, MA
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The above reveals the top rental amenities and the property numbers associated with each of them in Chester. In Chester, 472 rentals offer Internet or Wifi, 459 rentals offer No Smoking, 452 rentals offer Bed linens provided. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Most Typical in Chester, MA Area?
Vacation House & Cottage Rental Price Information in Chester, MA
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The graph shows the percentages of vacation homes in each price bucket. Chester has the largest percentage (16.11%) of homes in $200 - $250 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
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$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
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$300 to 350
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$350 to 400
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$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
Which Accommodations Should I Pick in Chester, MA?
Rental Accommodation Info in Chester, MA
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In Chester, 63.87% of listings are House, which is the most popular accommodation out of 18 total accommodation types. Avg price per night for House is around $361. And the most searched amenities for House accommodation is Hot Tub.The least popular accommodation in Chester is Building rentals
How Many Accommodations Are Pets Allowed in Chester, MA?
Pets Allowed vs Not Allowed in Chester, MA
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35.93% of vacation homes in Chester are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Must-Visit Trails in Chester, MA?
Best Trails In Chester, MA
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If you like outdoor activities, we highly recommend you to visit those famous trails: Rudd Pond Loop Trail, Finerty Pond Via Appalachian Trail, Keystone Arch Bridges Trail, Apalachian Trail: Lee to Tyringham, Glendale Falls Trail, Orange Trail, Big Pond, Falls Trail, Sanderson Brook Falls Trail, Chesterfield Gorge.
Where Are The Campgrounds in Chester, MA Area?
Campgrounds Recommendations In Chester, MA
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The best RV campgrounds here in Chester are: Alps Family Campground, Broken Wheel Campground, Woodland Hills Campground, Clarksburg Campground, Prospect Lake Park Campground, Waubeeka Family Campground, Tolland State Forest Campground, Northampton / Springfield KOA, Mohawk Trail State Forest Campground, Indian Hollow Campground.
How Many Airports in Chester, MA?
Airports Options in Chester, MA
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Here are the airports that located near Chester:

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Chester, MA

Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Full Kitchen
10 (1 review)
Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town
Holiday home · 2 Guests · 1 Bedroom
$517 /night*
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Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Full Kitchen
9.8 (18 reviews)
Cozy Monterey Home w/ Porch: Walk to Lake Garfield
Holiday home · 2 Guests · 1 Bedroom
$244 /night*
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Canary House: ski house near Butternut!
Canary House: ski house near Butternut!
Canary House: ski house near Butternut!
Canary House: ski house near Butternut!
Full Kitchen
9.0 (2 reviews)
Canary House: ski house near Butternut!
Holiday home · 2 Guests · 1 Bedroom
$251 /night*
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Airbnb, Vacation Cottage with Fireplace, and Other Rental Options in Chester, MA

4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Fireplace
9.8 (22 reviews)
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Chalet · 2 Guests · 1 Bedroom
$850 /night*
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Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Fireplace
9.6 (28 reviews)
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Cabin · 2 Guests · 1 Bedroom
$277 /night*
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Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Fireplace
10 (3 reviews)
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Cottage · 2 Guests · 1 Bedroom
$589 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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