Villa Bay - Vacation Rentals in New Ashford

Harbour House Inn B&B From US $170
         

10.0 (10 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Huttopia Berkshires From US $190
         

10.0 (7 Reviews)
RV Rental
  • Parking
  • Pet Friendly
  • Pool
Ski at 19th c. Barn in the Berkshires From US $372
         

9.6 (93 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Home In The Berkshires, Pet Friendly with fenced in yard! From US $300
         

10.0 (114 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in New Ashford

Over 356+ Luxury Places to Stay in or Near New Ashford
ONTARA. From US $1,117
         

New
Other
  • Parking
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in New Ashford

Over 243+ Top-Rated Vacation Rentals with a Pool in or Near New Ashford
Ski season is here! From US $574
         

10.0 (50 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Wyndham Bentley Brook Jiminy Peak ski in/out unit From US $700
         

UNIQUE - 1BR Country Condo @ Jiminy Peak From US $380
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in New Ashford

Over 34+ Pet-Friendly Vacation Rentals in or Near New Ashford
Contemporary Berkshire Home with Views of Taconic Golf Course From US $754
         

Cozy Ski in out Cabin in Berkshire Resort From US $323
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Berkshires Lakefront Retreat by Evergreen Home From US $701
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountain Blossom Retreat by Evergreen Home From US $833
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family-Friendly Hancock Home: Walk to Slopes! From US $557
         

9.8 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Golf House by Mt Greylock - Walkable Adventures! From US $238
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in New Ashford

Over 27+ Large Vacation Homes & Villas in or Near New Ashford
Luxury Vacation Rental in the Berkshires! From US $728
         

|
10.0 (1 Review)
House
  • Parking
  • Accessibility
  • Security/Safety
Luxury Vacation Rental in the Berkshires! From US $511
         

Family Lodge at Jiminy Peak - Pools & Adventure From US $714
         

Comfortable Berkshires retreat on mtn resort, SISO From US $733
         

Wheelchair Accessible Vacation Homes in New Ashford

Over 82+ Wheelchair Accessible Vacation Homes in or Near New Ashford
Charming Adams Home Near Dtwn, Trails and More! From US $118
         

|
10.0 (3 Reviews)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Jiminy Peak Mountain Resort From US $211
         

|
8.2 (987 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 From US $412
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

New Ashford Varoom and Airbnb Places to Stay Under $200

Over 72+ New Ashford Varoom and Airbnb Places to Stay Under $200
Jiminy Peak Mountain Resort From US $149
         

|
8.5 (157 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Vacation Rental Home in the Berkshires! From US $196
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in New Ashford

Over 137+ Instantly Bookable Vacation Homes in or Near New Ashford
Cozy Rustic Apt in 18th c Berkshire Farmhouse From US $208
         

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5 From US $574
         

Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, poolnn From US $293
         

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 From US $268
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool

About New Ashford Vacation Rentals

With more than 365 New Ashford vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villa Bay 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 Villa Bay 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 756.13 ft² on average, with prices averaging $413 a night.

Villa Bay 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 75
Resorts 67
Holiday Apartments 58
Hotels with Suites 12
Others 6
Cottages 5
B&B 4
Cabin Rentals 4

Use these Quick Filters to Find a Vacation Rental in New Ashford

Pro Tip: Villa Bay makes it easy to compare the best listings on Villa Bay homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villa Bay 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

Other Places to Stay Near New Ashford, MA