Conway Vacation Rentals

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Our top choices for Conway vacation rentals

10.0 out of 10, Exceptional, (23)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
Serene 1-bedroom suite on 65 acre horse property

Vacation Home in Holyoke

Cozy Home in Holyoke with 3 bedrooms
9.8 out of 10, Exceptional, (12)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
$288 nightly
The price is $322
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
9.0 out of 10, Wonderful, (4)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
$185 nightly
The price is $206
Dec 26 - Dec 27
Total with taxes and fees
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Vacation Home in Greenfield

Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (46)
"Close to downtown, clean & comfortable!"
United States
Robbi C.
$180 nightly
The price is $201
Dec 25 - Dec 26
Total with taxes and fees
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
$251 nightly
The price is $280
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
$272 nightly
The price is $305
Dec 25 - Dec 26
Total with taxes and fees
Lake Whitingham & Mount Snow Area Village Apartment
10.0 out of 10, Exceptional, (8)
"Thanks for a great stay"
United States
Andrea M.
$789 nightly
The price is $881
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Valley View Post & Beam Villa!
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
$318 nightly
The price is $361
Dec 31 - Jan 1, 2026
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
$135 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
2 Twin beds on 1st floor with En-suite bathroom.
2.0 star property
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
$198 nightly
The price is $209
Dec 28 - Dec 29
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
$428 nightly
The price is $434
Jan 1 - Jan 2, 2026
Total with taxes and fees
Vikings Villages Resort - Double Bed Room

Vacation Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
$340 nightly
The price is $366
Jan 4 - Jan 5, 2026
Total with taxes and fees
Florida Mountain Log Cabin
9.8 out of 10, Exceptional, (35)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
$428 nightly
The price is $478
Jan 7 - Jan 8, 2026
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.0 out of 10, Wonderful, (22)
"Great overnight stay! "
United States
Carrie M.
$253 nightly
The price is $267
Jan 1 - Jan 2, 2026
Total with taxes and fees
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
$416 nightly
The price is $465
Dec 29 - Dec 30
Total with taxes and fees
Terrific 3-bedroom unit in charming Leverett with AC
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Vacation Home in Amherst

Luxury Retreat inAmherst
10.0 out of 10, Exceptional, (1)
"Very helpful and easy communication. Very clean and nice place. We were very busy and only really were at the place to sleep but it is quiet and perfect for a restful stay."
United States
Robert
$750 nightly
The price is $838
Dec 26 - Dec 27
Total with taxes and fees
Luxury Retreat inAmherst
9.2 out of 10, Wonderful, (19)
"Great property! Thank you for a wonderful stay."
United States
David
$376 nightly
The price is $420
Dec 30 - Dec 31
Total with taxes and fees
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
10.0 out of 10, Exceptional, (1)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
United States
Grant D.
$396 nightly
The price is $443
Jan 19 - Jan 20, 2026
Total with taxes and fees
Stunning Glass House nestled in the Vermont wilderness!
2.0 star property
$577 nightly
The price is $645
Jan 3 - Jan 4, 2026
Total with taxes and fees
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
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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Top Conway Hotel Reviews

Find out more about Conway

Everything you need to know about Conway vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Conway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Conway vacation 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 low season months. For more hustle and bustle, you may prefer to visit Conway in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $201 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Conway rentals

At Expedia, we put the best Conway vacation 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 vacation.

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.

Frequently asked questions

Can I find a vacation rental in Conway?

Yes, we have vacation rentals close to well known local attractions in Conway, or you can go with a more secluded option if you'd like a relaxing place to stay. Conway is known for its parks and monuments.

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

The Jelly Mill-A Peaceful River Retreat: This vacation home rental near Conway is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Conway?

While exploring the area, visit family-friendly sights like Land of Providence, 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 vacation rentals like in Conway?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Conway. Vacation 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 a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.