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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 78 Vacation Homes in Conway with updated reviews, rates, and availability.

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Best night's sleep on king size sleigh bed

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (96)
"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."
The price is AED 533
AED 763 total
includes taxes & fees
11 Feb - 12 Feb
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Charlemont Retreat on Chickley River w/ EV Charger
Charlemont Vacation Rental | 4BR | 2BA | 3,000 Sq Ft | Stairs Required

Charlemont Retreat on Chickley River w/ EV Charger

9.6 out of 10, Exceptional, (24)
"Great charming place to stay. Plenty of room to relax, play games, watch TV, and warm up by the wood-burning stove. Owner is very responsive and friendly and less than 10 minutes from Berkshire East. "
Charlemont Retreat on Chickley River w/ EV Charger
Lovely 2nd Floor Apartment
Interior

Lovely 2nd Floor Apartment

9.8 out of 10, Exceptional, (17)
"It was just as shown in the listing. Overall was very clean and comfortable. Futon took a little figuring out to get set up and securing the shower curtain to prevent spilling water on the bathroom floor took a do-over and some clean-up, but in general was very happy with our stay and the host was very courteous and responsive."
The price is AED 474
AED 792 total
includes taxes & fees
4 Feb - 5 Feb
Lovely 2nd Floor Apartment
Charming 4Bds+1crib house with patio Amherst Center
Pool

Charming 4Bds+1crib house with patio Amherst Center

2.0 star property
10.0 out of 10, Exceptional, (2)
"A great place for a family stay in downtown Amherst. "
The price is AED 874
AED 1,682 total
includes taxes & fees
3 Mar - 4 Mar
Charming 4Bds+1crib house with patio Amherst Center
Spacious 5-bedroom house steps from UMass Campus, with large backyard.
Dining room

Spacious 5-bedroom house steps from UMass Campus, with large backyard.

Spacious 5-bedroom house steps from UMass Campus, with large backyard.
Large Home in Greenfield Sleeps 8, w/4 bedrooms & 3 baths
Dining

Large Home in Greenfield Sleeps 8, w/4 bedrooms & 3 baths

Large Home in Greenfield Sleeps 8, w/4 bedrooms & 3 baths
Amherst, Perfect Location, UMass, Smith, MHC!
The Valley is known for our picturesque red tobacco barns and expansive cornfields.

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Massachusetts Vacation Rental w/ Deck
Easthampton Vacation Rental | 3BR | 1BA | 988 Sq Ft | 3 Steps

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (19)
"Property was nice, clean, easy access to many places. Huge back yard, we had 5 adults, plenty of room for us. It was winter, so we did not utilize the screen porch or the deck so much, this would be a great place for summer visits. Overall, not a bad choice if you want a place to stay in Easthampton. "
Massachusetts Vacation Rental w/ Deck
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Aerial view

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (10)
"This place is immaculate and the host is responsive. We stayed here to ski in Mount snow which is about 25 minutes drive. We arrived later in the evening and the place was warm and cozy. "
The price is AED 790
AED 1,937 total
includes taxes & fees
4 Mar - 5 Mar
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Marina

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hadley Amherst Location.Explore the Valley Colleges!
Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!

Hadley Amherst Location.Explore the Valley Colleges!

10.0 out of 10, Exceptional, (130)
"Wonderful, updated and well-stocked kitchen and IMMENSE refrigerator helped with making four mammoth feasts in a row for family, with grandkids and pooches underfoot. Terrific location, beautifully appointed house, and Colleen could not possibly be more responsive. Thanks for having us!!!"
Hadley Amherst Location.Explore the Valley Colleges!
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Living area

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.4 out of 10, Exceptional, (6)
"Location is minutes away from town. Location was easy to find. House was very clean and had all that we needed. Perfect size for our group of 5 adults, each having our own bedroom. We found plenty to do in the area. Jane was very helpful giving us information of things to do, especially being a girl's weekend, she informed us of spas, shopping and great spots to see foliage, and nice restaurant nearby that had music. Would definitely stay here again."
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Private kitchen

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (10)
"We had a great stay at Nick's place. place was very clean and spacious, good layout. Nick was easy to reach and communication was great. We would definitely book again! thank you! "
The price is AED 606
AED 1,052 total
includes taxes & fees
4 Feb - 5 Feb
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Massachusetts Vacation Rental w/ Deck & Grill
Cummington Vacation Rental | 4BR | 3BA | 2,900 Sq Ft | Steps Required to Access

Massachusetts Vacation Rental w/ Deck & Grill

9.2 out of 10, Wonderful, (12)
"This place was spectacular. Definitely suggest staying here if you're looking in the area. Everything was spotless. "
Massachusetts Vacation Rental w/ Deck & Grill
Historic Farmhouse Near Mountains & Colleges!
Westfield Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (5)
"Loved our stay at this adorable ranch home. Cute and comfy and clean. "
Historic Farmhouse Near Mountains & Colleges!
Lovely 2-bedroom house private 2ac setting. Hiking, swimming, kayaking, skiing.
Living area

Lovely 2-bedroom house private 2ac setting. Hiking, swimming, kayaking, skiing.

2.0 star property
10.0 out of 10, Exceptional, (3)
"What a great stay we had—two couples who were in Rowe visiting old friends. Clean and very pleasant home—two comfortable bedrooms. A nice outdoor deck with a table and chairs to enjoy the Berkshires air. Very easy and pleasant, and the owner Lori was an excellent communicator. Would stay again!"
The price is AED 918
AED 1,374 total
includes taxes & fees
10 Feb - 11 Feb
Lovely 2-bedroom house private 2ac setting. Hiking, swimming, kayaking, skiing.
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
Welcome! Plenty of space to yourselves to relax and soak in great outdoors!

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

10.0 out of 10, Exceptional, (76)
"Very cute and quiet location! Cabin has everything ine would need! Plenty of parking, and there are trails throughout the property. Its in the perfect spot, only 18 minutes from town. "
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Hawley Vacation Rental | 1BR | 1BA | 738 Sq Ft | 4 Steps to Enter

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

9.0 out of 10, Wonderful, (9)
"The views are beautiful, and the cabin is home-y. Nice updates include new heating and a wall-mounted smart TV that you can rotate to view from the kitchen, dining room, or living area. The host kindly allowed us to check in up to two hours early, which we deeply appreciated. The sport courts are quite a distance from the cabin, so keep that in mind if booking in warm weather months with kiddos who'd want to play on them! (I'd mistakenly assumed they were right next to the cabin.)"
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Lovely Contemporary Vermont Home
Snowbound & Cozy...

Lovely Contemporary Vermont Home

10.0 out of 10, Exceptional, (6)
"We had a wonderful extended family holiday visit. The property is spacious, well-appointed, and a blast for kids— inside playing games and outside playing in the snow. The fireplace was great, especially after dark as temps fell. The communications and instructions were helpful and clear. We would visit again!"
Lovely Contemporary Vermont Home
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
The house was originally built in 1864 and completely updated in 2009

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (41)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Conway

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
Winter wonderland!

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (112)
"Great place to stay with friends and family. Will be visiting again!"
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Best night's sleep on king size sleigh bed

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (96)
"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."
The price is AED 533
AED 763 total
includes taxes & fees
11 Feb - 12 Feb
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Serene 1-bedroom suite on 65 acre horse property
The horses will often greet you as you arrive!

Serene 1-bedroom suite on 65 acre horse property

10.0 out of 10, Exceptional, (10)
"We had such a nice time relaxing here. Very easy to let ourselves in. Incredibly clean place with everything you need. But the best part? The ability to watch horses play from your living room window. We spent a lot of time waking around the grounds saying hello to all of the beautiful horses. There are trails on the property too that we took advantage of. And the hosts are very attentive to any needs, though we didn't really need anything. The place was the spacious enough for my husband and I...
Serene 1-bedroom suite on 65 acre horse property
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.