Estia Villas - Vacation Rentals in New Ashford
Cottage
10.0
(
120 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1600 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $266
/Night
7 Nights - $1,865
Apartment
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
505.9 ft²
-
Private Pool -
Parking
-
Pool -
Air Conditioner
US $140
/Night
7 Nights - $983
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $196
/Night
7 Nights - $1,372
House
9.6
(
99 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $467
/Night
7 Nights - $3,270
House
9.8
(
72 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2400 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $419
/Night
7 Nights - $2,932
Condo
9.6
(
17 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1750 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $787
/Night
7 Nights - $5,507
House
10.0
(
64 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $461
/Night
7 Nights - $3,225
Condo
10.0
(
45 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Breakfast -
Parking
-
Pool
US $321
/Night
7 Nights - $2,249
See More New Ashford Vacation Rentals
Luxury Places to Stay in New Ashford
Over 369+
Luxury Places to Stay in or Near New Ashford
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Air Conditioner
-
Internet -
Child Friendly
US $2,414
/Night
7 Nights - $16,899
House
10.0
(
27 Reviews
)
5 Bedrooms
3 Bathrooms
8 Guests
4000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,499
/Night
7 Nights - $10,493
House
9.8
(
31 Reviews
)
6 Bedrooms
4 Bathrooms
14 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Spa
-
Balcony/Terrace
US $1,133
/Night
7 Nights - $7,933
House
6 Bedrooms
3 Bathrooms
14 Guests
3906 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $1,070
/Night
7 Nights - $7,493
House
10.0
(
28 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
3600 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,060
/Night
7 Nights - $7,418
Apartment
9.6
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $1,057
/Night
7 Nights - $7,397
House
10.0
(
1 Review
)
3 Bedrooms
4 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $1,019
/Night
7 Nights - $7,135
Condo
10.0
(
2 Reviews
)
6 Bedrooms
4 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $1,004
/Night
7 Nights - $7,025
See More New Ashford Luxury Vacation Rentals
Find More New Ashford Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in New Ashford
Over 251+
Top-Rated Vacation Rentals with a Pool in or Near New Ashford
Condo
10.0
(
51 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $656
/Night
7 Nights - $4,590
New
Condo
10.0
(
36 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1850 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $541
/Night
7 Nights - $3,788
House
10.0
(
23 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2592 ft²
-
Parking
-
Pool
-
Spa
-
Skiing
US $855
/Night
7 Nights - $5,985
Condo
10.0
(
16 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $311
/Night
7 Nights - $2,178
Apartment
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $231
/Night
7 Nights - $1,616
House
10.0
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $531
/Night
7 Nights - $3,714
House
10.0
(
6 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
2100 ft²
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $817
/Night
7 Nights - $5,716
Apartment
10.0
(
6 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $180
/Night
7 Nights - $1,260
Pet-Friendly Vacation Rentals in New Ashford
Over 33+
Pet-Friendly Vacation Rentals in or Near New Ashford
House
10.0
(
13 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2420 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $771
/Night
7 Nights - $5,398
House
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
645.83 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Air Conditioner
US $225
/Night
7 Nights - $1,575
RV Rental
9.4
(
13 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $146
/Night
7 Nights - $1,022
House
9.8
(
74 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $525
/Night
7 Nights - $3,676
House
9.6
(
35 Reviews
)
4 Bedrooms
3 Bathrooms
15 Guests
2115 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $661
/Night
7 Nights - $4,629
House
9.6
(
10 Reviews
)
4 Bedrooms
3 Bathrooms
7 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $357
/Night
7 Nights - $2,500
Condo
9.6
(
4 Reviews
)
2 Bedrooms
1 Bathroom
7 Guests
900 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $370
/Night
7 Nights - $2,587
House
9.4
(
19 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $411
/Night
7 Nights - $2,876
See More Pet-Friendly Vacation Rentals in New Ashford on PetFriendly.io
Large Vacation Homes & Villas in New Ashford
Over 27+
Large Vacation Homes & Villas in or Near New Ashford
House
10.0
(
22 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
3600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $685
/Night
7 Nights - $4,793
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
10 Guests
3605.91 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Internet
US $728
/Night
7 Nights - $5,096
House
10.0
(
17 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $849
/Night
7 Nights - $5,942
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
1100 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $511
/Night
7 Nights - $3,578
House
9.8
(
20 Reviews
)
6 Bedrooms
3 Bathrooms
14 Guests
3491 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $781
/Night
7 Nights - $5,467
House
8.4
(
10 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $679
/Night
7 Nights - $4,752
House
10.0
(
4 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
2600 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $855
/Night
7 Nights - $5,983
Condo
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $633
/Night
7 Nights - $4,432
See More Family Vacation Rentals in New Ashford on FVR
Wheelchair Accessible Vacation Homes in New Ashford
Over 87+
Wheelchair Accessible Vacation Homes in or Near New Ashford
Apartment
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
500 ft²
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $251
/Night
7 Nights - $1,758
House
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1097.92 ft²
-
Parking
-
Internet
-
Child Friendly
-
Wheelchair Accessible
US $118
/Night
7 Nights - $826
US $180
/Night
7 Nights - $1,259
Apartment
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Private Pool
-
Parking
-
Pool
-
Skiing
US $238
/Night
7 Nights - $1,666
Apartment
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $180
/Night
7 Nights - $1,260
Apartment
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Pool
-
Skiing
-
Kitchen
US $180
/Night
7 Nights - $1,260
Condo
9.8
(
41 Reviews
)
2 Bedrooms
2 Bathrooms
9 Guests
1300 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $298
/Night
7 Nights - $2,085
Apartment
9.8
(
25 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $238
/Night
7 Nights - $1,666
New Ashford Vacation Rentals and Airbnb Places to Stay Under $200
Over 86+
New Ashford Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.8
(
21 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $180
/Night
7 Nights - $1,260
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
495.14 ft²
-
EV Charge Station -
Parking
-
Pool
-
Air Conditioner
US $143
/Night
7 Nights - $1,003
US $185
/Night
7 Nights - $1,295
Apartment
9.8
(
6 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $180
/Night
7 Nights - $1,260
Apartment
9.6
(
17 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $175
/Night
7 Nights - $1,225
Condo
9.2
(
29 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Hot Tub
-
Parking
-
Pool
-
Skiing
US $197
/Night
7 Nights - $1,381
House
2 Bedrooms
2 Bathrooms
4 Guests
1200 ft²
-
Internet
-
Pet Friendly
-
Laundry -
Bedding/Linens
US $139
/Night
7 Nights - $975
New
Hotel
8.8
(
21 Reviews
)
500 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $196
/Night
7 Nights - $1,372
See More New Ashford Vacation Rental Deals
Instantly Bookable Vacation Homes in New Ashford
Over 137+
Instantly Bookable Vacation Homes in or Near New Ashford
New
House
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $455
/Night
7 Nights - $3,182
Apartment
9.6
(
62 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
592 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $208
/Night
7 Nights - $1,453
Apartment
10.0
(
5 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
500 ft²
-
Private Pool
-
Hot Tub
-
Pool
-
Skiing
US $238
/Night
7 Nights - $1,666
House
10.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $681
/Night
7 Nights - $4,764
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2717 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $597
/Night
7 Nights - $4,176
House
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $331
/Night
7 Nights - $2,314
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $587
/Night
7 Nights - $4,109
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $357
/Night
7 Nights - $2,501
About New Ashford Vacation Rentals
With more than 378 New Ashford 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 New Ashford.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas New Ashford, 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 New Ashford. Places to stay near New Ashford are 740.8 ft² on average, with prices averaging US $412 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in New Ashford 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 New Ashford
| Type | Count |
|---|---|
| Vacation Homes | 78 |
| Resorts | 67 |
| Holiday Apartments | 65 |
| Hotels | 12 |
| B&B | 4 |
| Cabin Rentals | 4 |
| Cottages | 4 |
| Others | 4 |
Use these Quick Filters to Find a Vacation Rental in New Ashford
★ 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 New Ashford.
Weather in New Ashford
View the weather forecast for New Ashford before booking your New Ashford 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 New Ashford, MA
Estiavillas offers a large selection of top attractions around New Ashford. Research things to do on your vacation before you visit New Ashford.
Brodie Mountain
Jiminy Peak Mountain Resort
Tanglewood Music Center
Mass MoCA
Williams College
Berkshire East Ski Resort
Mohawk Trail State Forest
Bousquet Ski Area
Mount Greylock
Bennington Battle Monument
Williamstown Theatre Festival
Cranwell Golf Club
Berkshire Museum
Hancock Shaker Village
Pittsfield State Forest
October Mountain State Forest
Southern Vermont College
Savoy Mountain State Forest
The Mount
New Ashford Vacation Rental Frequently Asked Questions
How many vacation rentals have private pools in New Ashford?
There are 26 vacation rentals with private pools near New Ashford. Top-rated homes that have access to a swimming pool include:
Which vacation homes in New Ashford are best for families?
If you are looking for a family-friendly vacation home in New Ashford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in New Ashford:
How many vacation rentals are available in New Ashford?
Currently, the total number of properties listed in 2026 is over 378 in the New Ashford area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in New Ashford.
