Explore New Ashford Golf Retreats
Cottage
- Massachusetts
- ·
- Lanesborough
- 0.25 mi to center
10.0Exceptional
(120 Reviews)
2 Bedrooms
1 Bath
5 Guests
1600 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $265/Night
7 Nights - US $1,853
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
Private Pool- Parking
Pool- Air Conditioner
US $140/Night
7 Nights - US $983
Hotel
- Massachusetts
- ·
- Hancock
- 0.91 mi to center
8.2Excellent
(1000 Reviews)
1 Bath
Hot Tub
Breakfast- Parking
- Pool
US $180/Night
7 Nights - US $1,259
House
- Massachusetts
- ·
- Williamstown
- 10.96 mi to center
10.0Exceptional
(58 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $446/Night
7 Nights - US $3,124
House
- Massachusetts
- ·
- Adams
- 0.71 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
1097.92 ft²
- Parking
Internet
Child Friendly
Wheelchair Accessible
US $118/Night
7 Nights - US $826
Condo
- Massachusetts
- ·
- Hancock
- 0.73 mi to center
10.0Exceptional
(51 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
Skiing
US $656/Night
7 Nights - US $4,590
Apartment
- Massachusetts
- ·
- Williamstown
- 0.95 mi to center
10.0Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
5 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $510/Night
7 Nights - US $3,573
Condo
- Massachusetts
- ·
- Hancock
- 0.69 mi to center
10.0Exceptional
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $256/Night
7 Nights - US $1,790
House
- Massachusetts
- ·
- Lanesborough
- 0.57 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $454/Night
7 Nights - US $3,175
Luxury Places to Stay in New Ashford
Over 369+ Luxury Places to Stay in or Near New Ashford
House
- Massachusetts
- ·
- Williamstown
- 2.11 mi to center
10.0Exceptional
(28 Reviews)
5 Bedrooms
3 Baths
8 Guests
4000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,499/Night
7 Nights - US $10,493
House
- Massachusetts
- ·
- Williamstown
- 1.56 mi to center
10.0Exceptional
(30 Reviews)
4 Bedrooms
3 Baths
8 Guests
3600 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,062/Night
7 Nights - US $7,434
House
- Massachusetts
- ·
- Williamstown
- 0.90 mi to center
10.0Exceptional
(24 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,044/Night
7 Nights - US $7,311
House
- Massachusetts
- ·
- Lanesborough
- 0.31 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
3 Baths
8 Guests
2066 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $981/Night
7 Nights - US $6,864
House
- Massachusetts
- ·
- Hancock
- 0.60 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
3 Baths
10 Guests
2600 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $855/Night
7 Nights - US $5,983
House
- Massachusetts
- ·
- Hancock
- 0.75 mi to center
10.0Exceptional
(6 Reviews)
4 Bedrooms
3 Baths
14 Guests
2100 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $817/Night
7 Nights - US $5,716
Condo
- Massachusetts
- ·
- Lanesborough
- 0.89 mi to center
9.6Exceptional
(17 Reviews)
4 Bedrooms
2 Baths
10 Guests
1750 ft²
- Hot Tub
- Parking
- Pool
Spa
US $787/Night
7 Nights - US $5,507
House
- Massachusetts
- ·
- Cheshire
- 1.84 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
2 Baths
8 Guests
2420 ft²
- Parking
- Balcony/Terrace
View- Kitchen
US $771/Night
7 Nights - US $5,398
House
- Massachusetts
- ·
- Hancock
- 0.82 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $753/Night
7 Nights - US $5,270
Top-Rated Villas with a Pool in New Ashford
Over 248+ Top-Rated Private Villas with a Pool in or Near New Ashford
Condo
- Massachusetts
- ·
- Hancock
- 0.67 mi to center
10.0Exceptional
(45 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
US $335/Night
7 Nights - US $2,347
House
- Massachusetts
- ·
- Williamstown
- 10.35 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $533/Night
7 Nights - US $3,730
Apartment
- Massachusetts
- ·
- Hancock
- 0.66 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
- Pool
- Internet
Accessibility
Wellness Facilities
US $221/Night
7 Nights - US $1,550
Apartment
- Massachusetts
- ·
- Hancock
- 0.99 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
947.22 ft²
- Hot Tub
EV Charge Station- Parking
- Pool
US $206/Night
7 Nights - US $1,443
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
- EV Charge Station
- Parking
- Pool
- Air Conditioner
US $143/Night
7 Nights - US $1,003
Hotel
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
9.9Exceptional
(9 Reviews)
1 Bath
495.14 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
US $207/Night
7 Nights - US $1,451
Condo
- Massachusetts
- ·
- Hancock
- 0.45 mi to center
9.8Exceptional
(41 Reviews)
2 Bedrooms
2 Baths
9 Guests
1300 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
US $297/Night
7 Nights - US $2,077
Condo
- Massachusetts
- ·
- Hancock
- 0.84 mi to center
9.8Exceptional
(22 Reviews)
2 Bedrooms
1 Bath
4 Guests
840 ft²
- Hot Tub
- Parking
- Pool
Ocean View
US $334/Night
7 Nights - US $2,338
Resort
- Massachusetts
- ·
- Hancock
- 0.77 mi to center
9.8Exceptional
(21 Reviews)
1 Bath
5 Guests
895 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $416/Night
7 Nights - US $2,909
Pet-Friendly Villas in New Ashford
Over 35+ Pet-Friendly Private Villas in or Near New Ashford
House
- Massachusetts
- ·
- Adams
- 0.34 mi to center
10.0Exceptional
(64 Reviews)
4 Bedrooms
2 Baths
8 Guests
2000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $432/Night
7 Nights - US $3,023
House
- Massachusetts
- ·
- Lanesborough
- 1.41 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $225/Night
7 Nights - US $1,575
RV Rental
9.4Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $146/Night
7 Nights - US $1,022
House
- Massachusetts
- ·
- Williamstown
- 10.30 mi to center
9.8Exceptional
(72 Reviews)
3 Bedrooms
2 Baths
8 Guests
2400 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $406/Night
7 Nights - US $2,839
House
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
8.2Excellent
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
9149.32 ft²
Oceanfront- Hot Tub
- EV Charge Station
- Parking
US $323/Night
7 Nights - US $2,261
House
- Massachusetts
- ·
- Hancock
- 0.97 mi to center
9.8Exceptional
(20 Reviews)
3 Bedrooms
2 Baths
8 Guests
1200 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $410/Night
7 Nights - US $2,868
Cabin
- Massachusetts
- ·
- Williamstown
- 10.22 mi to center
9.8Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
7 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $414/Night
7 Nights - US $2,901
House
- Massachusetts
- ·
- Adams
- 0.82 mi to center
9.6Exceptional
(10 Reviews)
4 Bedrooms
3 Baths
7 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $355/Night
7 Nights - US $2,485
Condo
- Massachusetts
- ·
- Williamstown
- 10.39 mi to center
3 Bedrooms
2 Baths
10 Guests
1580 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $605/Night
7 Nights - US $4,238
Large Private Villas in New Ashford
Over 32+ Large Villas in or Near New Ashford for Groups and Families
House
- Massachusetts
- ·
- Hancock
- 0.91 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
1100 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $461/Night
7 Nights - US $3,230
House
- Massachusetts
- ·
- Williamstown
- 1.28 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
10 Guests
3605.91 ft²
- Parking
- Spa
- Balcony/Terrace
- Internet
US $728/Night
7 Nights - US $5,096
House
- Massachusetts
- ·
- New Ashford
- 0.49 mi to center
9.4Exceptional
(60 Reviews)
5 Bedrooms
3 Baths
6 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $345/Night
7 Nights - US $2,414
Bed & Breakfast
- Massachusetts
- ·
- Cheshire
- 1.03 mi to center
9.8Exceptional
(13 Reviews)
6 Bedrooms
6 Baths
15 Guests
12.55 ft²
- Breakfast
- Parking
- Skiing
- Balcony/Terrace
US $262/Night
7 Nights - US $1,831
House
- Massachusetts
- ·
- Hancock
- 0.54 mi to center
10.0Exceptional
(24 Reviews)
4 Bedrooms
4 Baths
10 Guests
2592 ft²
- Parking
- Pool
- Spa
- Skiing
US $855/Night
7 Nights - US $5,985
House
- Massachusetts
- ·
- Williamstown
- 1.28 mi to center
10.0Exceptional
(22 Reviews)
3 Bedrooms
3 Baths
10 Guests
3600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $665/Night
7 Nights - US $4,656
House
- Massachusetts
- ·
- Hancock
- 0.49 mi to center
10.0Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
13 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $991/Night
7 Nights - US $6,937
Condo
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
10.0Exceptional
(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Parking
- Pool
- Skiing
US $1,041/Night
7 Nights - US $7,285
Condo
- Massachusetts
- ·
- Hancock
- 0.75 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Skiing
US $633/Night
7 Nights - US $4,432
Wheelchair Accessible Holiday Homes in New Ashford
Over 84+ Wheelchair Accessible Villas and Holiday Homes in or Near New Ashford
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $262/Night
7 Nights - US $1,837
Hotel
- Massachusetts
- ·
- Williamstown
- 1.81 mi to center
6.0Good
(257 Reviews)
5 Baths
439.16 ft²
- Breakfast
- Parking
- Skiing
- Balcony/Terrace
US $199/Night
7 Nights - US $1,393
Hotel
- Massachusetts
- ·
- Hancock
- 0.73 mi to center
9.2Exceptional
(569 Reviews)
1 Bath
- Parking
- Pool
- Spa
- Skiing
US $171/Night
7 Nights - US $1,197
Apartment
- Massachusetts
- ·
- Hancock
- 0.66 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $176/Night
7 Nights - US $1,233
Resort
- Massachusetts
- ·
- Williamstown
- 11.12 mi to center
8.6Fabulous
(1367 Reviews)
10 Baths
40 Guests
917.62 ft²
- Private Pool
- Oceanfront
- Hot Tub
- EV Charge Station
US $145/Night
7 Nights - US $1,016
Apartment
- Massachusetts
- ·
- Hancock
- 0.77 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $251/Night
7 Nights - US $1,758
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Private Pool
- Parking
- Pool
- Skiing
US $176/Night
7 Nights - US $1,233
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $176/Night
7 Nights - US $1,233
Apartment
- Massachusetts
- ·
- Hancock
- 0.66 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Pool
- Skiing
- Kitchen
US $176/Night
7 Nights - US $1,233
New Ashford Villas, Airbnb and Holiday Homes Under $200
Over 85+ New Ashford Private Villas, Airbnb and Holiday Homes Under $200
New
Hotel
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
8.8Fabulous
(21 Reviews)
1 Bath
500 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $196/Night
7 Nights - US $1,372
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
9.5Exceptional
(14 Reviews)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $143/Night
7 Nights - US $1,003
Apartment
- Massachusetts
- ·
- Williamstown
- 1.28 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $196/Night
7 Nights - US $1,372
Apartment
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
9.8Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $176/Night
7 Nights - US $1,233
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
8.6Fabulous
(29 Reviews)
1 Bedroom
1 Bath
4 Guests
505.9 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $143/Night
7 Nights - US $1,003
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
9.8Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $178/Night
7 Nights - US $1,248
Apartment
- Massachusetts
- ·
- Hancock
- 0.68 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Parking
- Pool
- Skiing
US $178/Night
7 Nights - US $1,248
Apartment
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
9.4Exceptional
(18 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $178/Night
7 Nights - US $1,248
Condo
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
9.2Exceptional
(29 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Pool
- Skiing
US $193/Night
7 Nights - US $1,350
Instantly Bookable Villa Rentals in New Ashford
Over 147+ Instantly Bookable Private Villas in or Near New Ashford
New
Condo
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,842
Apartment
- Massachusetts
- ·
- Lanesborough
- 0.43 mi to center
9.6Exceptional
(62 Reviews)
1 Bedroom
1 Bath
4 Guests
592 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $208/Night
7 Nights - US $1,453
New
Condo
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
9.2Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
1500 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $338/Night
7 Nights - US $2,363
Condo
- Massachusetts
- ·
- Hancock
- 0.78 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $317/Night
7 Nights - US $2,217
Apartment
- Massachusetts
- ·
- Hancock
- 0.72 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Private Pool
- Hot Tub
- Pool
- Skiing
US $262/Night
7 Nights - US $1,837
House
- Massachusetts
- ·
- Hancock
- 0.91 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $333/Night
7 Nights - US $2,330
House
- Massachusetts
- ·
- Cheshire
- 1.60 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $343/Night
7 Nights - US $2,404
Apartment
- Massachusetts
- ·
- Hancock
- 0.66 mi to center
9.8Exceptional
(25 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $262/Night
7 Nights - US $1,837
Apartment
- Massachusetts
- ·
- Williamstown
- 1.28 mi to center
9.8Exceptional
(22 Reviews)
3 Bedrooms
1 Bath
2 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $337/Night
7 Nights - US $2,360
Book a Last Minute Place to Stay in New Ashford
About New Ashford Vacation Rentals
Explore over 378 golf accommodation rentals in New Ashford. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in New Ashford.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in New Ashford. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in New Ashford offer approximately 740.8 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in New Ashford typically ranges around US $412.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in New Ashford. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
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Top Golf Accommodation Types in New Ashford
| Type | Count |
|---|---|
| Vacation Homes | 78 |
| Holiday Apartments | 65 |
| B&B | 4 |
| Cabin Rentals | 4 |
| Cottages | 4 |
| Others | 4 |
| Unique Vacation Rentals | 2 |
Use these Quick Filters to Find a Vacation Rental in New Ashford
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in New Ashford.
Weather in New Ashford, MA
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
Activities New Ashford Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. New Ashford Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Frequently Asked Questions About New Ashford?
What are the best golf resorts, luxury villas, and vacation rentals in New Ashford?
Looking for a place to stay in New Ashford? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- 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 season is here!
- 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.
- 11 acre mid-century estate, newly renovated, seasonally available pool.
- Gracious Williamstown Home with Pool
- Contemporary Berkshire Home with Views of Taconic Golf Course
- SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
How many golf stays with private pools are available in New Ashford?
Find exceptional golf retreats with private pools near New Ashford on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- 2br Deluxe Ski Adventures & Berkshire County!
- Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4
- 2br Deluxe Ski Adventures & Berkshire County!
- Studio Unit - Outdoor Adventures-Ski Jiminy Peak!
What are the top-rated golf retreats in New Ashford for family stays?
Searching for a family-friendly golf retreat in New Ashford? Explore these top-rated options, each loved by families and groups who have stayed in New Ashford:
- Dog Friendly Country Farmhouse, 2 bed/2 bath; 1.5 miles from Jiminy Peak
- Jiminy Peak Mountain Resort
- Harbour House Inn
How many StayAndPlay golf vacation rentals are available in New Ashford?
StayAndPlay, as of 2026, features over 378 unique golf villas, golf hotels, golf resorts, and more in New Ashford. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 378 stunning properties in New Ashford, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 378 premier golf accommodations in New Ashford. Find your ideal golf-retreat and play your best game with StayAndPlay.
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