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House vacation rentals in Ashfield

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Top-rated house rentals in Ashfield

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Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Home in Putney

4.88 out of 5 average rating, 172 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Home in Putney

4.94 out of 5 average rating, 370 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Home in Montague

4.94 out of 5 average rating, 176 reviews

Modern farmhouse close to Montague Retreat Center

This is a fully restored 1880 farmhouse five min. from Montague Retreat Center, 20 min. from Amherst and 25 min. to Northampton. Our house has modern amenities: radiant concrete floors, high end appliances/countertops, a steam shower and 7 ft, radiant heated copper bath tub. Lots of light, open spaces, cathedral ceilings and an outdoor playset for kids. The house is set on 3/4 of an acre with lots of beautiful gardens and is located near Montague Center, where there are restaurants and shops.

Home in Dalton

4.99 out of 5 average rating, 140 reviews

Cleveland House - renovated Berkshires' gem.

Enjoy a retreat in a home full of history - it was a tavern/stage coach stop in the 1800's. Today we have added modern comfort while keeping the charm. We are centrally located in the Berkshires making it easy to enjoy -ski Jiminy, hike Mt. Greylock, and enjoy the culture. Or stay in and unwind. Play games on the flat 3-acre yard or try yoga surrounded by nature. Work remotely in our library. Walk down our country road and enjoy the farms. Most of all, reconnect with family/friends.

Home in Huntington

4.91 out of 5 average rating, 128 reviews

Private house on the River

Get away from it all at this very private house on the Westfield River. Walk in and feel right at home in this comfortable 2 bedroom ranch. It has a large back porch with outdoor seating and table that is 50 steps from the river. We supply everything you need, from the sheets and towels to your basic cooking needs. All you need to do is the bring the food. This house is perfect for families, with a large yard, indoor and outdoor toys, tire swing, floats, pack & play and high chair.

Home in Chester

4.96 out of 5 average rating, 337 reviews

Riverfront Getaway

Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!

Home in Williamsburg

4.99 out of 5 average rating, 182 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

Home in Colrain

4.95 out of 5 average rating, 173 reviews

W. MASS Winter Getaway |AirHockey |HotTub |Firepit

Enter into the brightly lit kitchen/dining with seating for 10 while the kids enjoy the air hockey table and board games close by. You'll adore cooking in our stunning kitchen which guests absolutely love! The first floor bedroom is tucked away from the fun activities, while 4 bedrooms upstairs offer plenty of space and privacy. 5 minutes from Shelburne Falls and local areas for downhill and x-country skiing, hiking, restaurants, shops and more. Don't miss out!

Home in Great Barrington

4.97 out of 5 average rating, 241 reviews

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

Home in Goshen

4.96 out of 5 average rating, 139 reviews

Lake Escape

Our place is on a gravel road on a serene lake. You’ll love the tranquility - not far from city life, but ideal to just relax. This secluded summer spot includes… -kayaks for exploring, and -a paddle boat for relaxing on the water. There are also many enjoyable attractions in the towns nearby, including Shelburne, Williamsburg, Ashfield, and Cummington. It's great for couples & families.

Home in Bennington

4.99 out of 5 average rating, 269 reviews

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Vacation rentals for every style

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Popular amenities for Ashfield house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Wardsboro

5 out of 5 average rating, 45 reviews

Minutes to Mt. Snow/Stratton! Hot Tub + Game Room

Home in Lanesborough

5 out of 5 average rating, 12 reviews

Berkshire Mountain House

Home in Wilmington

4.88 out of 5 average rating, 163 reviews

Adams Farm-"The Little Farmhouse"

Home in Keene

4.93 out of 5 average rating, 205 reviews

The Brick House on Washington Street

Home in Chesterfield

4.98 out of 5 average rating, 55 reviews

High Field Farm

Home in Wilmington

4.83 out of 5 average rating, 42 reviews

Mountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow

Home in East Chatham

5 out of 5 average rating, 7 reviews

Stylish Rural Sanctuary

Home in Wilmington

4.83 out of 5 average rating, 162 reviews

The Vermont Barn (Mount Snow)

Weekly house rentals

Home in Becket

4.93 out of 5 average rating, 138 reviews

Lake front retreat - Stylish Berkshire home

Home in Brattleboro

4.95 out of 5 average rating, 170 reviews

Frosted Willows

Home in Wilmington

4.99 out of 5 average rating, 188 reviews

Vermont Sugar House Retreat

Home in Monterey

4.92 out of 5 average rating, 130 reviews

Perfect Berkshire getaway.Cozy cottage.Great wifi.

Home in Sturbridge

4.9 out of 5 average rating, 110 reviews

Luxury Lake Living

Home in West Brattleboro

4.93 out of 5 average rating, 108 reviews

Modern Spacious Home with Mountain Views

Home in Agawam

4.97 out of 5 average rating, 150 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Home in Charlemont

4.92 out of 5 average rating, 106 reviews

Skiing, Rafting, Biking Paradise

Private house rentals

Home in Becket

4.93 out of 5 average rating, 109 reviews

Beautiful, quiet and cozy home in Becket!

Home in Ashfield

5 out of 5 average rating, 14 reviews

J&J’s Retreat

Home in Ashfield

4.89 out of 5 average rating, 46 reviews

Luxury log style home with views to Mt. Monadnock!

Home in Dummerston

4.99 out of 5 average rating, 338 reviews

Pinecone Pond

Home in Wardsboro

4.95 out of 5 average rating, 100 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Home in Ashfield

5 out of 5 average rating, 38 reviews

An 18th century farmhouse

Home in Ashfield

4.97 out of 5 average rating, 73 reviews

Magical, Rural Getaway in the Berkshires

Home in Granby

4.99 out of 5 average rating, 160 reviews

Luxurious rural get away

Quick stats about house rentals in Ashfield

Total rentals
10 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
550 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore