Conway Holiday Rentals from €193: Search Short-Term Rentals

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Holiday Rentals in Conway

"Convenient location, comfortable."

includes taxes & fees

1 Dec - 2 Dec

"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"

includes taxes & fees

2 Dec - 3 Dec

Fridge, dishwasher, cookware/dishes/utensils, paper towels

"Excellent communication with owner, answered all questions immediately via text when we were onsite. Well maintained property with great basement for hanging out as a family. "

"We enjoyed our stay at the tiny home!"

"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. "

"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "

"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!"

"As advertised "

"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."

includes taxes & fees

1 Dec - 2 Dec

"This VRBO rental is adorable, clean, bright, and airy, and the location is perfect. The moment we opened the door, it felt right. The host, Kevin, did fantastic with the recent renovations, utilizing the space design and functionality. The home is equipped with all the amenities you need, items considered with comfort. I loved the designated coffee/tea nook area, offering both selections for your enjoyment. We sat outside on the deck off the kitchen and enjoyed the view of the fall foliage while...

"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "

includes taxes & fees

2 Dec - 3 Dec

"We stayed two days but were mostly for sleep and sightseeing/visits. Certainly fit the bill for our needs. Would recommend to friends "

"Great place to stay when visiting your student! Good for 1-3 people. Highly recommend!"

includes taxes & fees

2 Dec - 3 Dec

"The house was very clean and the yard is large. It's a great place for family vacations."

"We enjoyed our stay. Everything was clean. The only thing I would suggest is checking the stairs to the basement. "

"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. "

"I can’t say enough about our host, Bob, and this property. If you’re looking for a peaceful slice of heaven, this immaculate log cabin is the place. This is the cleanest rental we’ve ever stayed in and the attention to detail was incredible. The kitchen was super stocked and the furniture was comfortable, we immediately felt at home. The Firepit by the water was so relaxing and the fireplace inside was great to end the day. Thanks to Bob for the wood. Bob was extremely responsive and friendly,...

"What a wonderful place to stay!! We were in town for my 50th high school reunion, hadn’t been back to the area in 35 years. Our accommodations enhanced a beautiful weekend, and the foliage was the cherry on top! Spacious, clean, tastefully furnished and decorated. Well equipped with every utensil, and kitchen appliance you could need! Comfy bed, great shower & good water pressure too! Secluded and quiet, but very convenient to Bernardston, Northfield and Greenfield as well as I-91. Highly...

"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"

"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...

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Other types of properties in Conway you may be interested in

"Great place to meet family and have dinner!"

includes taxes & fees

1 Dec - 2 Dec

Desk, laptop workspace, blackout curtains, iron/ironing board

"I like the fact that there was plenty of parking. It was easy enough to navigate around. When asked if there was something I did not like, I couldn't come up with anything. I appreciate the ample parking space and the ease of navigation. When asked about dislikes, I drew a blank. "

includes taxes & fees

1 Dec - 2 Dec

"When the heater came on it was pretty loud! Other than that everything was fine!"

includes taxes & fees

22 Dec - 23 Dec

Find out more about Conway

Everything you need to know about Conway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Conway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Conway holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Conway holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Conway. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Conway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Conway holiday rentals we have selected for you start as low as €193 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Conway rentals

At Expedia, we put the best Conway holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Conway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Conway holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Conway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Conway properties

5/5 Excellent

"Very clean, comfy and great staff!"

A verified traveller stayed at Courtyard by Marriott Hadley Amherst

Posted 9 hours ago

5/5 Excellent

"Ms. T, Steven, Hannah, And the other young lady there!! I love y’all like family. They went out of their way to provide excellent service. Accommodation for a special surprise was handled before we got there and it was lovely. Hope to come see y’all again next time though we getting a bigger bed!! Miss yall already"

A verified traveller stayed at Inn on Boltwood

Posted 3 days ago

Frequently asked questions

Can I find a holiday rental in Conway?

Yes, there are holiday rentals close to the most popular sights in Conway, or you can select a more secluded option if you're looking for a relaxing stay. Conway is known for its parks and monuments.

What are some of the best holiday rentals that Conway has to offer?

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating : This holiday home rental outside of Conway is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Conway?

While exploring the area, visit family-friendly sights like Shelburne Falls Bowling Alley, or get outside and enjoy nature at Conway Town Park. While here, Bardwell's Ferry Bridge and Field Memorial Library are other places worth a visit.

What are holiday rentals like in Conway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Conway. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.

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Holiday Rentals in Conway

Check Conway holiday rental availability

Holiday Rentals in Conway

Cozy apartment located in quiet Williamsburg

Bear Creek Cabin

Massachusetts Vacation Rental w/ Deck

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Amherst, Perfect Location, UMass, Smith, MHC!

Hadley Amherst Location.Explore the Valley Colleges!

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

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

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

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

The Creation Station is a cozy place so make yourself at home.

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

comfort, luxury, privacy

Berkshire Lake access

Jacksonville Cabin w/ Wraparound Deck & Views

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

Vermont Lake Front Log Cabin Close to Mt. Snow

Spectacular Mountain views with all the amentities nearby

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cozy Cottage Along Idyllic Green River

Other types of properties in Conway you may be interested in

D. Hotel Suites & Spa

Red Roof Inn PLUS+ South Deerfield – Amherst

Howard Johnson by Wyndham Amherst Hadley

Find out more about Conway

Recent reviews of Conway properties

Courtyard by Marriott Hadley Amherst

Hotel UMass

D. Hotel Suites & Spa

Inn on Boltwood

Comfort Inn & Suites

Homewood Suites by Hilton Hadley Amherst

The Ellery

Red Roof Inn PLUS+ South Deerfield – Amherst

Blooming Inn

Frequently asked questions