Owner Direct Vacation
Rentals in New Ashford
The Best Owner Direct Vacation Rentals in New Ashford. Explore thousands of vacation home rentals, large cabins, and villas near New Ashford
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Explore the Best New Ashford Vacation Homes
Looking for the perfect place to stay in New Ashford? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic New Ashford character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find New Ashford Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near New Ashford
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Popular Neighborhoods for New Ashford Vacation Rentals
What are the best areas to stay in New Ashford
Discover the top neighborhoods in New Ashford and choose a place that suits your stay.
Thursday Feb 5
New Ashford, Massachusetts
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our New Ashford vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near New Ashford
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How to Reserve Your New Ashford Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
New Ashford Vacation Rental FAQs
1. 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
- Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
- Berkshire Mountain Escape: family retreat open now for ski season & spring fun!
- Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Pet friendly.
- Ski season is here!
- Cozy renovated cabin in Williamstown, steps from hiking trails
- Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
- 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
2. How many vacation rentals have private pools in New Ashford?
There are 28 vacation rentals with private pools near New Ashford. Top-rated homes that have access to a swimming pool include:
3. 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:
4. How many vacation rentals are available in New Ashford?
Currently, the total number of properties listed in 2026 is over 370 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.