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Conway Vacation Rentals

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

Experience Three Sisters Sanctuary in Goshen, MA : This vacation home rental near Conway is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Conway vacation rentals

A blue house with a porch, a wooden bench, and a door.

1. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

JAMES S.

$198 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

2. 2 Twin beds on 1st floor with En-suite bathroom.

Shelburne Falls

$153 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern fireplace with a glass enclosure, decorative items, and a sign that reads 'blessed.'

3. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

Sunderland

$255 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

4. Private room with En-suite bathroom Marigold Room

Shelburne Falls

$177 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

5. Lovely 2nd Floor Apartment

Greenfield

heather

$207 nightly

Nov 8 - Nov 9

Total with taxes and fees

A living room with a beige sofa, a patterned rug, and a wooden floor.

6. Spacious & Cozy Ground Floor 2/3 Bed private suite

Shelburne Falls

Russ D.

$308 nightly

Nov 8 - Nov 9

Total with taxes and fees

7. Balcony Room in Victorian Home private bath

Shelburne Falls

$171 nightly

Nov 8 - Nov 9

Total with taxes and fees

8. Rose room Victorian home queen bed private bath

Shelburne Falls

Mikaela M.

$165 nightly

Nov 8 - Nov 9

Total with taxes and fees

A house with a staircase leading to a porch, surrounded by snow and string lights.

9. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Greenfield

Tom

$123 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hallway with wooden flooring, white walls, and a bed in the background.

10. Shelburne Falls on Main

Shelburne Falls

maureen

$351 nightly

Nov 8 - Nov 9

Total with taxes and fees

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

11. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

$375 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern two-story house with large windows and a balcony.

12. Cozy Valley View Post & Beam Villa!

Whately

Andrea M.

$542 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

13. Penthouse overlooking downtown Amherst!

Amherst

Mike S.

$433 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

14. Amherst -NEW - Campus Convenience & Social Privacy

Amherst

Kimberly D.

$1,124 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern living room with a sofa, a coffee table, and a fireplace.

15. A Cozy Condo Near Horse Farm + Mount Sugarloaf

Sunderland

$378 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

16. Spacious 5BR w/ Hot Tub & Games

Colrain

Griffin S.

$551 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a central island, bar stools, and a bicycle.

17. Button's Modern Luxury Walkup Downtown Northampton

Northampton

AMY

$414 nightly

Nov 17 - Nov 18

Total with taxes and fees

A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

18. Modern Studio Ideal for Traveling Professionals

Holyoke

Kebreab H.

$194 nightly

Nov 8 - Nov 9

Total with taxes and fees

19. Work, Play & Stay! Apt Near Holyoke Medical Center

Holyoke

Yvonne A.

$256 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

20. 5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

$858 nightly

Nov 20 - Nov 21

Total with taxes and fees

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Find vacation rentals that suit your style

Top Conway Hotel Reviews

Deerfield Inn

Deerfield

10/10 Excellent

Debbie

A two-story house with a porch, a balcony, and a chimney.

Blooming Inn

Shelburne Falls

10/10 Excellent

Philip M

A modern living room with a fireplace, red curtains, and a wooden dining table.

Hotel UMass

Amherst

10/10 Excellent

Dave

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

TownePlace Suites by Marriott Hadley Amherst

Hadley

10/10 Excellent

Karen

A room with a bed, a sofa, a coffee table, and a television.

Black Walnut Inn

North Amherst

10/10 Excellent

Sofia

An indoor swimming pool with clear water, surrounded by windows with a view of trees.

Hampton Inn & Suites Greenfield

Greenfield

10/10 Excellent

Carol

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

The Inn At Crumpin Fox

Bernardston

10/10 Excellent

I've traveled quite frequently the past several years and I can say in all honesty that this is without doubt one of the nicest places I have stayed. I was there for 2 nights and could not have asked for nicer accomodations. The room was spacious, the bed very comfortable and the bathroom spotless. The manager was very gracious, he even lent me his umbrella when it rained the day I had planned to do genealogy research in a local cemetery.

Anonymous traveler

A hotel lobby with a bar area, dining tables, and comfortable seating.

Hampton Inn Hadley-Amherst Area

Hadley

10/10 Excellent

Reina

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

10/10 Excellent

Lauren

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

Courtyard by Marriott Hadley Amherst

Hadley

10/10 Excellent

This is a great hotel for a short stay. Everything was top-notch except the 4 1/2' deep, 3-stroke pool could hardly be called a swimming pool. I should have read between the lines when "pool" was listed as a "family amenity". There is no restaurant other than a small bar that serves a la carte breakfast items in the morning. The 6-stool bar was not especially well-stocked but fine for a quick nightcap. The breakfast buffet was excellent and well-priced. The building is designed with an open...

Scubamouse

A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.

Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

10/10 Excellent

Gretchen

A two-story house with a red door, green shutters, and a snow-covered front yard.

Centennial House

Northfield

10/10 Excellent

My husband and I have never stayed at a B&B. We were looking for a nearby weekend get-away and found The Centennial House on an on-line search. The Hosts Joan & Steve were very hospitable and knowledgable of the area and it's history and attractions. The surrounding area, the room and the breakfast were beautiful, comfortable and delicious!! Our first B&B experience was excellent, thank you Joan & Steve. Until we meet again, Bill & Anne

Anonymous traveler

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 $137 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?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental near Conway is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

What can I see and do in Conway?

While exploring the area, visit family-friendly sights like Bald Mountain Pottery, 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.