Montgomery Cottages - Vacation Rentals in New Ashford
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Luxury Places to Stay in New Ashford
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Top-Rated Vacation Rentals with a Pool in New Ashford
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Pet-Friendly Vacation Rentals in New Ashford
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Large Vacation Homes & Villas in New Ashford
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Wheelchair Accessible Vacation Homes in New Ashford
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New Ashford Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in New Ashford
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About New Ashford Vacation Rentals
With more than 380 New Ashford vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages 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 Montgomerycottages 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 736.88 ft² on average, with prices averaging US $403 a night.
Montgomerycottages 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 | 80 |
| Resorts | 67 |
| Holiday Apartments | 64 |
| Hotels | 12 |
| Cottages | 5 |
| B&B | 4 |
| Cabin Rentals | 4 |
| Others | 3 |
Use these Quick Filters to Find a Vacation Rental in New Ashford
★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages 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.
Top Attractions Around New Ashford, MA
Montgomerycottages offers a large selection of top attractions around New Ashford. Research things to do on your vacation before you visit New Ashford.
New Ashford Vacation Rental Frequently Asked Questions
What are the top vacation rentals in New Ashford?
There are a lot of options in New Ashford. If you plan on staying in the New Ashford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in New Ashford:
- Charming historic cottage on scenic road to Mt. Greylock
- Historic Charm, Modern Amenities: book this Berkshires retreat for family fun!
- Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Dog friendly.
- SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
- In town 2 bedroom, one bath carriage barn. Sleeps 5.
- Mountainside: Large 3-level Jiminy Peak Home
- Luxury Vacation Rental in the Berkshires!
- Five-Star Family Friendly Townhouse in the Heart of Jiminy Peak
- Contemporary Berkshire Home with Views of Taconic Golf Course
- Breathtaking Post & Beam minutes from Jiminy Peak, Williamstown, Lenox & hiking
How many vacation rentals have private pools in New Ashford?
There are 29 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 380 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.
