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Conway Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Conway holiday rentals

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

1. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (70 reviews)
"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"
United States
Jane P.
The price is HK$1,199
HK$1,961 total
includes taxes & fees
25 Oct - 26 Oct
Lovely 2nd Floor Apartment
A blue house with a porch, a wooden bench, and a door.

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

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.4 out of 10, Exceptional, (11 reviews)
"Very satisfied with the stay . Clean quiet and relaxing stay."
United States
JAMES S.
The price is HK$508
HK$1,629 total
includes taxes & fees
3 Nov - 4 Nov
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

3. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is HK$721
HK$1,409 total
includes taxes & fees
2 Nov - 3 Nov
2 Twin beds on 1st floor with En-suite bathroom.
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

Private room with En-suite bathroom Marigold Room
Shelburne Falls
The price is HK$901
HK$1,619 total
includes taxes & fees
8 Nov - 9 Nov
Private room with En-suite bathroom Marigold Room
A house with a staircase leading to a porch, surrounded by snow and string lights.

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

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Tom
The price is HK$1,587
HK$2,000 total
includes taxes & fees
26 Oct - 27 Oct
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A shower area with a glass door, a wooden door, and a tiled wall with a geometric pattern.

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is HK$917
HK$2,372 total
includes taxes & fees
27 Oct - 28 Oct
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A living room with a beige sofa, a patterned rug, and a wooden floor.

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

Spacious & Cozy Ground Floor 2/3 Bed private suite
Shelburne Falls
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful property with an exceptional host!"
United States
Russ D.
The price is HK$1,262
HK$2,828 total
includes taxes & fees
16 Nov - 17 Nov
Spacious & Cozy Ground Floor 2/3 Bed private suite
A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

8. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is HK$2,116
HK$3,380 total
includes taxes & fees
25 Oct - 26 Oct
Charming, updated 3 bedroom farmhouse farm stay.
A hallway with wooden flooring, white walls, and a bed in the background.

9. Shelburne Falls on Main

Shelburne Falls on Main
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is HK$1,577
HK$3,267 total
includes taxes & fees
29 Oct - 30 Oct
Shelburne Falls on Main
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

10. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
8.0 out of 10, Very good, (1 review)
"Very cute and welcoming B&B guest house. It was not clear to me that our private bathroom was across the hall. Some are and some not so check for that."
United States
Mikaela M.
The price is HK$811
HK$1,519 total
includes taxes & fees
25 Oct - 26 Oct
Rose room Victorian home queen bed private bath
Room

11. Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath
Shelburne Falls
The price is HK$856
HK$1,578 total
includes taxes & fees
25 Oct - 26 Oct
Balcony Room in Victorian Home private bath
A bedroom with a large bed, a nightstand with a lamp, a dresser, and a window with blinds.

12. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is HK$1,567
HK$3,379 total
includes taxes & fees
27 Oct - 28 Oct
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A modern kitchen with a central island, bar stools, and a bicycle.

13. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (8 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is HK$1,913
HK$3,922 total
includes taxes & fees
28 Oct - 29 Oct
Button's Modern Luxury Walkup Downtown Northampton
A spacious kitchen with wooden flooring, a central island with stools, a dining table, and pendant lighting.

14. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (56 reviews)
"This home was comfy, really clean and hosts were easy to reach and chat with during our stay. My extended family had a great time getting together this summer staying at hosts’ home!"
United States
Griffin S.
The price is HK$2,291
HK$5,141 total
includes taxes & fees
25 Oct - 26 Oct
Spacious 5BR w/ Hot Tub & Games
A modern two-story house with large windows and a balcony.

15. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (13 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is HK$3,918
HK$4,990 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Valley View Post & Beam Villa!
A compact laundry room with a front-loading washing machine, a dryer, and a shelf with various laundry detergents.

16. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (1 review)
"Great space. Great location."
United States
Mike S.
The price is HK$1,962
HK$4,234 total
includes taxes & fees
27 Oct - 28 Oct
Penthouse overlooking downtown Amherst!
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

17. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is HK$1,009
HK$1,919 total
includes taxes & fees
28 Oct - 29 Oct
Serene 1-bedroom suite on 75 acre horse property
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

18. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic property and host. Left a suit accidentally and they were extremely accommodating in helping us get it back."
United States
Kimberly D.
The price is HK$4,700
HK$5,925 total
includes taxes & fees
5 Nov - 6 Nov
Amherst -NEW - Campus Convenience & Social Privacy
A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

19. 5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (8 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is HK$2,549
HK$5,704 total
includes taxes & fees
25 Oct - 26 Oct
5BR Berkshire Home Mins To The Mountain
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

20. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is HK$1,234
HK$1,661 total
includes taxes & fees
26 Oct - 27 Oct
Newly Built Barn Loft in Pioneer Valley
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

River Valley Inn

River Valley Inn

8/10 Good
"Super friendly and helpful staff, convenient parking, decently sized room."
Brandon 1-night trip
Posted 16 hours ago
River Valley Inn

Find out more about Conway

Search for holiday rentals in Conway on Expedia! You can easily find your home rentals, villas, holiday apartments in Conway using one of the methods below:

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Look no further and take a look at our great range of rental properties in Conway!

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?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of 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 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.