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Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Montgomery vacation rentals

Property grounds

1. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (148 reviews)
"Great location"
United States
Will G.
The price is SAR 713
SAR 1,337 total
includes taxes & fees
23 Aug - 24 Aug
Big farmhouse in the foothills of the Berkshires
Desk, iron/ironing board, travel crib, WiFi

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (77 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is SAR 676
SAR 1,023 total
includes taxes & fees
31 Aug - 1 Sep
The Creation Station is a cozy place so make yourself at home.
Exterior

3. Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"The studio was clean, new and modern. There are no windows so it was dark and quiet to sleep. "
United States
Michelle
The price is SAR 225
SAR 910 total
includes taxes & fees
16 Aug - 17 Aug
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Apartment (0 Bedroom) | Interior

4. Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
The price is SAR 330
SAR 882 total
includes taxes & fees
17 Aug - 18 Aug
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
Coffee/tea maker, fridge, microwave, oven

5. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (21 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is SAR 653
SAR 1,459 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Home in Holyoke with 3 bedrooms
Living area

6. Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (9 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is SAR 713
SAR 1,022 total
includes taxes & fees
7 Sep - 8 Sep
Cozy 2-bedroom apartment in Chicopee
3 bedrooms, desk, iron/ironing board, travel crib

7. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (16 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is SAR 963
SAR 1,932 total
includes taxes & fees
17 Aug - 18 Aug
Townhouse with Pool Table - Renovated w/ King Bed
Flat-screen TV, books

8. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (11 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is SAR 634
SAR 1,159 total
includes taxes & fees
13 Sep - 14 Sep
Cozy First Floor Apartment. Located in a quiet neighborhood.
Interior

9. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (6 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 SAR 916
SAR 1,887 total
includes taxes & fees
17 Aug - 18 Aug
Button's Modern Luxury Walkup Downtown Northampton
Outdoor spa tub

10. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (16 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is SAR 645
SAR 1,543 total
includes taxes & fees
25 Aug - 26 Aug
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Property grounds

11. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
The price is SAR 390
SAR 740 total
includes taxes & fees
9 Sep - 10 Sep
Peaceful Meadow Retreat
TV

12. Charming Chicopee Getaway

Charming Chicopee Getaway
Chicopee
7.6 out of 10, Good, (4 reviews)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is SAR 282
SAR 919 total
includes taxes & fees
19 Aug - 20 Aug
Charming Chicopee Getaway
Interior

13. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (6 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is SAR 642
SAR 1,539 total
includes taxes & fees
9 Sep - 10 Sep
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Interior

14. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
The price is SAR 237
SAR 1,136 total
includes taxes & fees
13 Sep - 14 Sep
Real Estate: Therapy - Lake, Laundry, Love it
Interior

15. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is SAR 762
SAR 1,508 total
includes taxes & fees
13 Sep - 14 Sep
Linny's - Private Dock - Lake Access - Firepit
Property grounds

16. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Great hosts! Very nice and helpful. "
United States
Anonymous traveler
The price is SAR 912
SAR 1,556 total
includes taxes & fees
31 Aug - 1 Sep
Charming, updated 3 bedroom farmhouse farm stay.
Coffee/tea maker, fridge, microwave, oven

17. Cozy 2-bedroom apartment with movie theater.

Cozy 2-bedroom apartment with movie theater.
Agawam
9.0 out of 10, Wonderful, (2 reviews)
"cute place, a bit humid and no AC control but the movie room is cool"
United States
London R.
The price is SAR 808
SAR 1,271 total
includes taxes & fees
18 Aug - 19 Aug
Cozy 2-bedroom apartment with movie theater.
Smart TV

18. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.2 out of 10, Wonderful, (5 reviews)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is SAR 676
SAR 1,265 total
includes taxes & fees
16 Aug - 17 Aug
Beautifully Renovated First-Floor Apartment Getaway
Smart TV, fireplace, video games, books

19. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (45 reviews)
"It was nice stay!"
United States
Lorrie
The price is SAR 652
SAR 1,332 total
includes taxes & fees
19 Aug - 20 Aug
Cozy & Spacious Entire Home in Springfield
Living area

20. Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
7.8 out of 10, Good, (9 reviews)
"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "
United States
Diana P.
The price is SAR 777
SAR 1,376 total
includes taxes & fees
17 Aug - 18 Aug
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
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 Montgomery Hotel Reviews

Fairfield Inn & Suites by Marriott Springfield Enfield

Fairfield Inn & Suites by Marriott Springfield Enfield

8/10 Good
"Nice hotel. I would stay there again"
Karen 2-night trip
Posted less than an hour ago
Fairfield Inn & Suites by Marriott Springfield Enfield

Frequently asked questions

Can I find a vacation rental in Montgomery?

Yes, you can find vacation rentals near popular sights in Montgomery, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in Montgomery?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental outside of Montgomery 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 Montgomery?

Westfield River and Lizzie Mountain are a couple of lovely local spots to get outside and enjoy nature. Stephen Smith and Montgomery Town Hall are other places to visit while you're in town.

What are vacation rentals like in Montgomery?

Vacation rentals are private accommodations you can reserve for several days or more in Montgomery. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.