Estia Villas - Vacation Rentals in Cheshire County
Villa
10.0
(
11 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
6000 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $1,615
/Night
7 Nights - $11,305
4 Bedrooms
5 Bathrooms
8 Guests
5995.5 ft²
-
Parking
-
Spa -
Balcony/Terrace
-
View
US $708
/Night
7 Nights - $4,956
See More Cheshire County Vacation Rentals
Luxury Places to Stay in Cheshire County
Over 211+
Luxury Places to Stay in or Near Cheshire County
House
5 Bedrooms
4 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $3,060
/Night
7 Nights - $21,422
House
10.0
(
156 Reviews
)
8 Bedrooms
5 Bathrooms
22 Guests
11000 ft²
-
Private Pool -
Oceanfront -
Hot Tub -
Parking
US $2,392
/Night
7 Nights - $16,745
New
Cabin
4 Bedrooms
4 Bathrooms
16 Guests
2600 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $1,709
/Night
7 Nights - $11,966
New
House
10.0
(
5 Reviews
)
8 Bedrooms
9 Bathrooms
15 Guests
7000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,673
/Night
7 Nights - $11,709
8 Bedrooms
9 Bathrooms
15 Guests
6996.54 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Internet
US $1,477
/Night
7 Nights - $10,339
House
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
2000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,305
/Night
7 Nights - $9,137
Cabin
2 Bedrooms
2 Bathrooms
8 Guests
1300 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,221
/Night
7 Nights - $8,546
Ski Chalet
5 Bedrooms
4 Bathrooms
12 Guests
3196.88 ft²
-
Private Beach -
Oceanfront
-
Hot Tub
-
Breakfast
US $1,171
/Night
7 Nights - $8,197
Find More Cheshire County Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Cheshire County
Over 19+
Top-Rated Vacation Rentals with a Pool in or Near Cheshire County
New
House
9.4
(
25 Reviews
)
3 Bedrooms
1 Bathroom
10 Guests
-
Hot Tub
-
Parking
-
Pool -
Ocean View
US $413
/Night
7 Nights - $2,894
9.0
(
106 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $327
/Night
7 Nights - $2,287
New
Apartment
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $246
/Night
7 Nights - $1,724
US $203
/Night
7 Nights - $1,421
House
8.8
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Private Pool
-
Parking
-
Pool
-
Spa
US $783
/Night
7 Nights - $5,480
Hotel
8.6
(
1009 Reviews
)
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $129
/Night
7 Nights - $904
8.6
(
1002 Reviews
)
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $195
/Night
7 Nights - $1,364
8.6
(
226 Reviews
)
1 Bathroom
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $166
/Night
7 Nights - $1,163
Pet-Friendly Vacation Rentals in Cheshire County
Over 64+
Pet-Friendly Vacation Rentals in or Near Cheshire County
House
10.0
(
52 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $766
/Night
7 Nights - $5,362
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
8 Guests
1894.45 ft²
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $308
/Night
7 Nights - $2,155
House
10.0
(
26 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
3000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $813
/Night
7 Nights - $5,692
RV Rental
10.0
(
14 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $186
/Night
7 Nights - $1,300
Cabin
10.0
(
13 Reviews
)
1 Bedroom
2 Bathrooms
12 Guests
1425 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $350
/Night
7 Nights - $2,450
Cottage
10.0
(
12 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Spa
-
Ocean View
-
Balcony/Terrace
US $476
/Night
7 Nights - $3,334
House
10.0
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $369
/Night
7 Nights - $2,584
Cabin
10.0
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1895 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $582
/Night
7 Nights - $4,075
See More Pet-Friendly Vacation Rentals in Cheshire County on PetFriendly.io
Large Vacation Homes & Villas in Cheshire County
Over 29+
Large Vacation Homes & Villas in or Near Cheshire County
Cabin
10.0
(
2 Reviews
)
5 Bedrooms
1 Bathroom
12 Guests
1496 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $707
/Night
7 Nights - $4,952
House
9.7
(
3 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
3498.27 ft²
-
Breakfast
-
Parking
-
Skiing -
Balcony/Terrace
US $451
/Night
7 Nights - $3,157
House
9.8
(
18 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1660 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $318
/Night
7 Nights - $2,226
House
8.0
(
2 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
4200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $845
/Night
7 Nights - $5,914
House
10.0
(
15 Reviews
)
6 Bedrooms
2 Bathrooms
16 Guests
1700 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $777
/Night
7 Nights - $5,438
House
10.0
(
82 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
2800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $439
/Night
7 Nights - $3,074
House
10.0
(
42 Reviews
)
4 Bedrooms
1 Bathroom
10 Guests
1700 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $424
/Night
7 Nights - $2,965
New
House
10.0
(
9 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $634
/Night
7 Nights - $4,436
See More Family Vacation Rentals in Cheshire County on FVR
Wheelchair Accessible Vacation Homes in Cheshire County
Over 8+
Wheelchair Accessible Vacation Homes in or Near Cheshire County
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
9 Guests
191.06 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $155
/Night
7 Nights - $1,085
Hotel
9.6
(
660 Reviews
)
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $174
/Night
7 Nights - $1,219
9.1
(
203 Reviews
)
7 Bathrooms
419.79 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $156
/Night
7 Nights - $1,089
8.8
(
783 Reviews
)
1 Bathroom
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $197
/Night
7 Nights - $1,382
US $281
/Night
7 Nights - $1,969
8.4
(
106 Reviews
)
1 Bathroom
3013.89 ft²
-
Parking
-
Skiing
-
Balcony/Terrace
-
Air Conditioner
US $269
/Night
7 Nights - $1,881
7.8
(
267 Reviews
)
1 Bathroom
247.57 ft²
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
US $220
/Night
7 Nights - $1,538
Hotel
6.4
(
353 Reviews
)
1 Bathroom
290.63 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $94
/Night
7 Nights - $658
Cheshire County Vacation Rentals and Airbnb Places to Stay Under $200
Over 40+
Cheshire County Vacation Rentals and Airbnb Places to Stay Under $200
RV Rental
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $134
/Night
7 Nights - $935
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
355.21 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $135
/Night
7 Nights - $945
House
10.0
(
19 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $187
/Night
7 Nights - $1,312
RV Rental
1 Bedroom
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $81
/Night
7 Nights - $570
Apartment
10.0
(
65 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
900 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $199
/Night
7 Nights - $1,394
Cottage
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
3 Guests
920 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $95
/Night
7 Nights - $667
Apartment
9.8
(
33 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $168
/Night
7 Nights - $1,173
Cabin
2 Bedrooms
1 Bathroom
4 Guests
1100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $195
/Night
7 Nights - $1,367
Instantly Bookable Vacation Homes in Cheshire County
Over 75+
Instantly Bookable Vacation Homes in or Near Cheshire County
House
10.0
(
38 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $332
/Night
7 Nights - $2,322
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
924 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $331
/Night
7 Nights - $2,315
House
10.0
(
59 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2300 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $490
/Night
7 Nights - $3,431
Cottage
10.0
(
49 Reviews
)
4 Bedrooms
1 Bathroom
7 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $477
/Night
7 Nights - $3,338
Cottage
10.0
(
25 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $354
/Night
7 Nights - $2,480
Cabin
10.0
(
23 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
240 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $339
/Night
7 Nights - $2,370
House
10.0
(
15 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
924 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $276
/Night
7 Nights - $1,929
New
House
10.0
(
8 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1762 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $349
/Night
7 Nights - $2,446
About Cheshire County Vacation Rentals
With more than 2 Cheshire County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cheshire County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Cheshire County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cheshire County. Places to stay near Cheshire County are 5997.75 ft² on average, with prices averaging US $1,162 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Cheshire County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Cheshire County
| Type | Count |
|---|---|
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Cheshire County
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cheshire County.
Weather in Cheshire County
View the weather forecast for Cheshire County before booking your Cheshire County Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Cheshire County, NH
Estiavillas offers a large selection of top attractions around Cheshire County. Research things to do on your vacation before you visit Cheshire County.
Keene State College
Spofford Lake
Asbury United Methodist Church
Monadnock State Park
Granite Gorge
Colonial Theatre
Madame Sherri Forest
Brentwood Golf Course
Madame Sherris Castle Ruins
Central Square
Cathedral of the Pines
Pete's Stand Vegetables
Rhododendron State Park
Chesterfield Gorge Natural Area
Jaffrey Civic Center
Stonewall Farm
Historical Society of Cheshire County
Cheshire Children's Museum
Unbridled Chocolates
Walpole Farmers Market
Walpole Artisans Cooperative
Alumni Field
Friendly Farm
The Fells
Wantastiquet Mountain
CC&H Framing / Pepper Pete's Hot Shop
Hooper Golf Club
Actors Theatre Playhouse
Pitcher Mountain
Walpole Artisans Cooperative
Other Places to Stay Near Cheshire County, NH
Monadnock Region
179 Properties
Winchester
158 Properties
Keene
137 Properties
West Chesterfield
75 Properties
Stoddard
65 Properties
Jaffrey
48 Properties
Dublin
44 Properties
Walpole
40 Properties
Rindge
34 Properties
Spofford
32 Properties
Fitzwilliam
30 Properties
Historic Main Street
28 Properties
Complexes around Cheshire County, NH
Cheshire County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Cheshire County?
There are a lot of options in Cheshire County. If you plan on staying in the Cheshire County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cheshire County:
How many vacation rentals have private pools in Cheshire County?
There are 2 vacation rentals with private pools near Cheshire County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Cheshire County are best for families?
If you are looking for a family-friendly vacation home in Cheshire County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cheshire County:
How many vacation rentals are available in Cheshire County?
Currently, the total number of properties listed in 2026 is over 2 in the Cheshire County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cheshire County.
