Compare best Airbnb in Conway, MA from 100+ providers!
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Best Vacation rentals and Airbnb offers in Conway, MA
9.4 10 reviews
Conway, MA
09/04 – 09/10
$493/nighttotal: $2958 (6 )
Spacious & Cozy Ground Floor 2/3 Bed Private Suite
3 4
apartment , Shelburne
This Shelburne Falls apartment rental is a five-minute walk from Shelburne Falls' town center, offering easy access to shops and restaurants. The three-bedroom, one-bathroom unit sleeps six guests comfortably, featuring flexible sleeping arrangements, a well-equipped kitchen, and off-street parking.
10 36 reviews
Conway, MA
09/04 – 09/10
$330/nighttotal: $1980 (6 )
Charming, Updated 3 Bedroom Farmhouse Farm Stay.
3 4
farm , Williamsburg
This Williamsburg-area riverside farmhouse rental, near Chesterfield, Massachusetts, is 2.7 miles from Brewer Brook Wildlife Management Area and within 6 miles of Petticoat Hill and the Silvio O. Conte National Fish and Wildlife Refuge. This three-bedroom, one-bathroom vacation home sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, a terrace, and a private garden with barbecue grills; housekeeping is available upon request.
10 34 reviews
Conway, MA
09/04 – 09/10
$315/nighttotal: $1890 (6 )
Wood Turtle Woods
1 4
farm , Conway
Wood Turtle Woods, a barn conversion in Western Massachusetts, is located 25 minutes from Northampton, Greenfield, and Berkshire East Mountain Resort. This one-bedroom, two-bathroom farmhouse rental sleeps four, features a full kitchen with dishwasher and microwave, offers internet access, and is pet-friendly; nearby attractions include hiking trails and local breweries.
9.2 15 reviews
Conway, MA
09/04 – 09/10
$386/nighttotal: $2316 (6 )
The Lodge
1 4
apartment , Charlemont
This two-bedroom Charlemont chalet, near Shelburne Falls, offers convenient access to local shops and restaurants. The 2-bedroom apartment features a spacious living room with a wood-burning stove, a full kitchen, a private entrance, and access to a shared pool, river access, picnic area, volleyball court, and fire pit; it sleeps six guests and includes air conditioning and Wi-Fi.
9.7 49 reviews
Conway, MA
09/04 – 09/10
$294/nighttotal: $1764 (6 )
Cute And Cozy Lake Cottage
1 4
apartment , Goshen
This Goshen cottage is located near Lower Highland Lake, a 25-minute drive from Northampton and 30 minutes from Berkshire East Ski Resort, offering easy access to hiking trails in the DAR State Forest and potential aurora borealis viewing. This two-bedroom, one-bathroom vacation home sleeps four, features a fully equipped kitchen, self check-in, and includes kayaks and stand-up paddleboards for use on the lake.
9.3 21 reviews
Conway, MA
09/04 – 09/10
$244/nighttotal: $1464 (6 )
Lois' Place, Llc
1 4
apartment , Goshen
This Goshen apartment rental, located on a main road at the eastern edge of the Berkshires, offers easy access to various Berkshire attractions. The 1-bedroom, 1-bathroom unit sleeps up to 8 guests with additional sleeping arrangements in the living room, includes a full kitchen with fridge and microwave, parking, internet access, and is pet-friendly.
9.8 69 reviews
Conway, MA
09/04 – 09/10
$389/nighttotal: $2334 (6 )
Luxury Log Cabin With Views To Mt. Monadnock
1 4
apartment , Ashfield
This Berkshires mountaintop retreat, near Ashfield, Massachusetts, offers stunning panoramic views of Massachusetts, Vermont, and New Hampshire, and is located 20 minutes from Northampton, with easy access to Mass MoCA, Shelburne Falls, and Tanglewood. This 2,750-square-foot house, originally a log cabin, now boasts a contemporary design, three bedrooms, two bathrooms, sleeps six, includes a full kitchen with dishwasher, a game room, WiFi, and ample parking on a secluded 4.5-acre lot.
9.9 370 reviews
Conway, MA
09/04 – 09/10
$243/nighttotal: $1458 (6 )
Hope House
1 4
apartment , Ashfield
Hope House, a two-bedroom Ashfield, Massachusetts cottage, sits next to Elmer's restaurant and is a short drive from other Ashfield attractions, boasting over 150 years of literary history as the former home of Harper's Magazine editor George Curtis. This renovated house, featuring an open floor plan with cathedral ceilings, accommodates four guests and includes a fully equipped kitchen with fridge and microwave, air conditioning, parking for four cars, WiFi calling (for iPhones), and a landline.
10 145 reviews
Conway, MA
09/04 – 09/10
$322/nighttotal: $1932 (6 )
Charming, Updated , 3 Bedroom Farmhouse Farm Stay
1 4
gîte , Williamsburg
This Williamsburg, Massachusetts farmhouse rental, situated near Northampton and Amherst, offers easy access to Snows Craft Farm (next door), Look Park, and various hiking trails. The three-bedroom, one-bathroom home sleeps six, features a king-size Tempur-Pedic bed, Roku TVs, a fully equipped kitchen with dishwasher, air conditioning, and a tranquil setting with farm animals, fire pit, and garden.
9.8 51 reviews
Conway, MA
09/04 – 09/10
$401/nighttotal: $2406 (6 )
Flowers & Falls Spot House
1 4
apartment , Buckland
This two-bedroom apartment in Buckland offers stunning views of the Salmon Falls and the Bridge of Flowers, with Berkshire East Mountain Resort just a short 15-minute drive away. The apartment has received excellent ratings for location, cleanliness, and user experience. The apartment provides ample space for up to 6 guests, featuring a fully equipped kitchen, laundry room, and a spacious living/dining area. Enjoy the private deck, parking, and easy access to local arts shops, restaurants, and outdoor activities.
9.8 286 reviews
Conway, MA
09/04 – 09/10
$228/nighttotal: $1368 (6 )
Zachariah House Main St. Ashfield
1 4
apartment , Ashfield
This Ashfield, Massachusetts apartment, located on Main Street, is within walking distance of Ashfield Lake and the Ashfield Farmers Market, and a short drive from Berkshire attractions, situated in a historic building dating back to 1792. This two-bedroom, one-bathroom rental sleeps six guests and features a fully equipped kitchen, private stone patio with gas grill, a stone fireplace, 54" TV with Roku, Wi-Fi, and accommodates one well-behaved dog (pet fee applies).
10 21 reviews
Conway, MA
09/04 – 09/10
$309/nighttotal: $1854 (6 )
Shelburne Falls On Main
1 4
apartment , Buckland
This charming guesthouse is located in the Village of Shelburne Falls, just a short distance from Buckland, Massachusetts, offering easy access to local shops, restaurants, and attractions. The guesthouse is a separate structure attached to a two-level house, providing privacy and a unique experience. The guesthouse features a modern design with eclectic furnishings and a spacious open floor plan, comfortably accommodating up to four guests. The guesthouse includes a fully equipped kitchen, a half bath, a full laundry, and a private entrance, parking, and access to the back lawn.
Compare Vacation Rentals for Families in Conway, MA
Booking a family-oriented vacation rental in Conway, MA keeps you close to top city attractions for a stress-free getaway.
9.7 98 reviews
Conway, MA
09/04 – 09/10
$649/nighttotal: $3894 (6 )
Family Home | Flexible Layout | Walkable Town
1 4
apartment , Greenfield Town
This Greenfield, Massachusetts home is centrally located on a main street, yet offers privacy, being near Deerfield Academy, Northfield Mount Hermon, and the Five Colleges, with easy access to farmers' markets, coffee shops, and restaurants. This four-bedroom, one-bathroom house comfortably sleeps five guests and features a private balcony with a hammock, a Goshen stone patio, and high-end amenities including a dishwasher and air conditioning.
10 24 reviews
Conway, MA
09/04 – 09/10
$474/nighttotal: $2844 (6 )
J&j’s Retreat
1 4
apartment , Ashfield
This Ashfield apartment is located a mile from the town center, offering a peaceful retreat while still being close to amenities and attractions. The apartment consistently receives excellent ratings for location, cleanliness, and overall experience. The three-bedroom home comfortably accommodates six guests and features two bathrooms, a fully equipped kitchen with modern appliances, and a three-season patio. Enjoy the serene surroundings with access to hiking trails, a nearby lake, and a short drive to the Berkshires for additional activities and attractions.
9.9 36 reviews
Conway, MA
09/04 – 09/10
$436/nighttotal: $2616 (6 )
Beautiful, Comfortable Home On The Green River!
1 4
apartment , Greenfield Town
This Greenfield, Massachusetts apartment rental is located on Route 5, a short walk or bike ride from downtown Greenfield and Deerfield, Green River Park, and a 7-minute drive from I-91. This 1300-square-foot home features three bedrooms, one and a half bathrooms, a remodeled kitchen, a full basement with laundry, and can comfortably accommodate five guests, boasting a large backyard with river access and numerous outdoor amenities including a Weber grill, fire pit, and two high-end road bikes for guest use.
10 88 reviews
Conway, MA
09/04 – 09/10
$518/nighttotal: $3108 (6 )
Falcon's Nest
| Hot Tub | Scenic Views |
1 4
apartment , Shelburne
This 1-bedroom apartment is located in a secluded setting on 16+ acres in Shelburne, just 1-2 miles from Shelburne Falls and 3 miles from Greenfield. It has received excellent ratings for location, cleanliness, and overall experience. The apartment has a modern kitchen and bathroom, a living room with a pull-out sofa bed, and a bedroom on the second-floor loft. Guests can enjoy amenities like a multilevel deck overlooking water features, a large pond for kayaking or canoeing, and a private garden.
Best Conway, MA vacation rentals with parking
9.9 98 reviews
Conway, MA
09/04 – 09/10
$265/nighttotal: $1590 (6 )
Private Suite With A Sweet View. Spacious, Close To Town, Dog Friendly
2 4
apartment , Shelburne
This studio is located just 2 miles from Shelburne Falls village, offering easy access to restaurants, shops, and the famous Bridge of Flowers. It's also conveniently located near Berkshire East, a four-season resort, and the Audubon Society Wildlife Sanctuary & High Ledges. The studio has received excellent ratings for location, cleanliness, and overall experience. This spacious studio features a large open floor plan with a private entrance and a private bathroom, covering 1000 square feet. Enjoy amenities like a private terrace, a garden, and a cozy sleeping alcove with a queen bed. You can also take advantage of the radiant heated floors, air conditioning, and access to outdoor activities like swimming, hiking, and exploring the nearby Glacial Potholes.
Conway, MA
09/04 – 09/10
$1038/nighttotal: $6228 (6 )
Apartment ∙ 3 Bedrooms ∙ 10 Guests
3 4
apartment , Hadley
This Hadley single-story home offers easy access to UMass Amherst, Amherst College, and Amherst Center, with numerous restaurants and shops a short 5-minute drive away. The 3-bedroom, 1-bathroom house comfortably sleeps 10 guests and features a fully equipped kitchen (fridge, microwave, dishwasher), in-unit laundry, air conditioning, a terrace, a yard, parking, and is pet-friendly (fees may apply).
8.9 57 reviews
Conway, MA
09/04 – 09/10
$393/nighttotal: $2358 (6 )
Pet-friendly Cabin W/ Fire Pit, Bbq & Great Deck!
2 4
cabin , Goshen
This pet-friendly cabin is located in Williamsburg, just a short drive from Goshen, Hampshire College, and Amherst College. The cabin has excellent user, location, and cleanliness ratings, making it a great choice for travelers. The cabin has two bedrooms, one bathroom, and a spacious 720 square feet of living space, comfortably accommodating up to six guests. Enjoy amenities like air conditioning, a fully equipped kitchen, a garden, a spa, free Wi-Fi, and outdoor spaces with a fire pit and a BBQ grill.
10 5 reviews
Conway, MA
09/04 – 09/10
$466/nighttotal: $2796 (6 )
Revitalized Firehouse Retreat In Downtown Shelburne Falls. Walk To Everything!
2 4
apartment , Buckland
This Buckland rental is situated in Shelburne Falls, a short walk from downtown and its historic industrial charm, with the Bridge of Flowers and G. William Pitt House nearby. This 650-square-foot, 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and includes a full kitchen with a microwave and dishwasher, air conditioning, in-unit laundry, and two parking spaces.
Frequently Asked Questions about vacation rentals in Conway, MA
What sports or outdoor activites can visitors enjoy in and around Conway, MA?
Conway is a great place for outdoor activities. You can go hiking, biking, fishing, and kayaking. In the winter, there's skiing and snowshoeing at nearby Jiminy Peak Mountain Resort.
What are the best Airbnb and vacation rentals in Conway, MA?
What other towns or cities can be easily accessed from Conway, MA?
Conway is conveniently located near several other towns and cities. You can easily drive to North Adams, Pittsfield, and Williamstown, all of which have their own unique attractions.
What amenities are commonly available in vacation rentals in Conway, MA?
Vacation rentals in Conway typically offer a range of amenities, including kitchens, laundry facilities, and outdoor spaces. You can often find rentals with fireplaces, hot tubs, and even private decks with views of the surrounding mountains.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Conway, MA
Elevate your stay in Conway, MA with a vacation rental featuring a private balcony and stunning city skyline views.
10 19 reviews
Conway, MA
09/04 – 09/10
$871/nighttotal: $5226 (6 )
Amherst, Perfect Location, Umass, Smith, Mhc!
3 4
apartment , Hadley
This Hadley vacation home boasts a riverfront location, within 1.8 miles of the University of Massachusetts Amherst, the Connecticut River, and the Porter Phelps Huntington Museum. This 1800-square-foot house features three bedrooms, two bathrooms, sleeps up to ten guests, and includes a swimming pool, terrace, garden, and fully equipped kitchen with modern appliances; enjoy on-site amenities like a water park and barbecue grills.
Discover Pet-Friendly Vacation Rentals in Conway, MA
Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Conway, MA are steps away from dog parks and city walks.
Conway, MA
09/04 – 09/10
$344/nighttotal: $2064 (6 )
Rose Wisteria 4 Guests 2 Bedrooms-full+queen Beds
2 4
apartment , Shelburne
This pet-friendly 2-bedroom, 1-bathroom apartment in Shelburne Falls is located within walking distance of Glacial Potholes, Shelburne Falls, and the Bridge of Flowers, offering convenient access to local attractions. This accommodation features air conditioning, on-site parking, internet, and a refrigerator, with kayaking available nearby for guests.
10 77 reviews
Conway, MA
09/04 – 09/10
$1980/nighttotal: $11880 (6 )
Valley View Post & Beam Villa
1 4
house , Whately
This six-bedroom, three-bathroom house in Whately, Massachusetts, offers spectacular views of the University of Massachusetts Amherst and the Pioneer Valley, and is conveniently located five minutes from Quonquont Farm and Interstate 91. This spacious home comfortably sleeps thirteen guests and features a fully equipped kitchen with gluten-free options, radiant floor heating and central air conditioning, an extensive board game collection, and an open post-and-beam design with a three-story vaulted ceiling.
9.7 123 reviews
Conway, MA
09/04 – 09/10
$340/nighttotal: $2040 (6 )
A Place For Peace - Suite W/full Bath
1 4
apartment , Chesterfield
This Chesterfield, Massachusetts cottage sits on a 16-acre wooded property in Western Massachusetts, offering seclusion and proximity to nature trails. The 1-bathroom cabin sleeps multiple guests with queen, full, twin beds, a futon, and an air mattress; amenities include Wi-Fi, a kitchen with a fridge and microwave, parking, and opportunities for activities like berry picking, stargazing, and campfires.
Conway, MA
09/04 – 09/10
$441/nighttotal: $2646 (6 )
Cozy Country House In Conway
1 4
apartment , Conway
This 2-bedroom, 2-bathroom apartment in Conway is conveniently located 4 miles from Treehouse Brewing Company and 6 miles from Deerfield Academy. This pet-friendly rental accommodates up to 6 guests and features a fully equipped kitchen with new appliances, in-unit laundry, a spacious living area, and a king and queen bed.