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Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Montgomery vacation rentals

Property grounds

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts

Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts
Cummington
The price is ￥17,306
￥21,679 total
includes taxes & fees
Jun 15 - Jun 16
Cozy Escape in a Suite near Bryant Mountain State Forest in Massachusetts
Apartment (0 Bedroom) | Interior

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 ￥15,704
￥43,268 total
includes taxes & fees
Jun 18 - Jun 19
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
TV

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 ￥12,338
￥39,786 total
includes taxes & fees
Jun 16 - Jun 17
Charming Chicopee Getaway
Apartment | Living area

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is ￥74,912
￥109,023 total
includes taxes & fees
Jun 15 - Jun 16
Newly Renovated 2 floor Getaway
Exterior

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, (2 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 ￥14,101
￥43,298 total
includes taxes & fees
Jun 18 - Jun 19
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Property grounds

Unique and Eclectic Small Town Suite Rental in Massachusetts

Unique and Eclectic Small Town Suite Rental in Massachusetts
Cummington
The price is ￥17,306
￥21,679 total
includes taxes & fees
Jun 16 - Jun 17
Unique and Eclectic Small Town Suite Rental in Massachusetts
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (147 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is ￥30,446
￥55,895 total
includes taxes & fees
Jun 17 - Jun 18
Big farmhouse in the foothills of the Berkshires
Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (23 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
The price is ￥17,883
￥32,984 total
includes taxes & fees
Jun 15 - Jun 16
Peaceful Meadow Retreat
TV, fireplace

Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
The price is ￥12,691
￥51,942 total
includes taxes & fees
Jun 17 - Jun 18
Real Estate: Therapy - Lake, Laundry, Love it
3 bedrooms, desk, iron/ironing board, travel crib

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (15 reviews)
"The house was clean, comfortable and had everything covered for the weekend. A must stay when traveling to Chicopee."
United States
RAFAEL U.
The price is ￥35,477
￥74,790 total
includes taxes & fees
Jun 15 - Jun 16
Townhouse with Pool Table - Renovated w/ King Bed
Private kitchen

Cozy beautiful single-Family house

Cozy beautiful single-Family house
Longmeadow
The price is ￥50,476
￥87,527 total
includes taxes & fees
Jun 22 - Jun 23
Cozy beautiful single-Family house
Property grounds

Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (9 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is ￥80,120
￥101,307 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Valley View Post & Beam Villa!
Fridge, microwave, oven, stovetop

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
9.8 out of 10, Exceptional, (7 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is ￥24,949
￥64,586 total
includes taxes & fees
Jun 16 - Jun 17
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Fridge, microwave, oven, stovetop

Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (14 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is ￥97,346
￥125,712 total
includes taxes & fees
Jun 21 - Jun 22
Charming 3 bed/2 bath town home with gorgeous back yard
Smart TV, fireplace

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (14 reviews)
"We loved the home. "
United States
Karen D.
The price is ￥20,030
￥53,470 total
includes taxes & fees
Jun 30 - Jul 1
The Serene Skyway Retreat
Combined shower/tub, hair dryer, towels, soap

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.0 out of 10, Wonderful, (30 reviews)
"Great. Placeto stay"
United States
Anonymous traveler
The price is ￥50,476
￥90,171 total
includes taxes & fees
Jun 15 - Jun 16
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Apartment (3 Bedrooms) | Front of property

Steps to Holyoke Medical Center! Remote-work Hub

Steps to Holyoke Medical Center! Remote-work Hub
3.0 star property
Holyoke
The price is ￥31,407
￥89,271 total
includes taxes & fees
Jul 8 - Jul 9
Steps to Holyoke Medical Center! Remote-work Hub
Interior

Newly renovated 6-bedroom 2bath single family house.

Newly renovated 6-bedroom 2bath single family house.
Forest Park
8.0 out of 10, Very Good, (1 review)
"Host makes exceptional efforts to make improvements when needed.The 3 levels provided individual privacy for our large group. We had a pleasant stay.Thank you Rose for your friendly hospitality."
United States
SCOTT C.
The price is ￥54,081
￥115,349 total
includes taxes & fees
Jun 20 - Jun 21
Newly renovated 6-bedroom 2bath single family house.
1 bedroom, desk, iron/ironing board, travel crib

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, (75 reviews)
"Host was very accommodating."
United States
Christopher K.
The price is ￥28,843
￥42,957 total
includes taxes & fees
Jul 1 - Jul 2
The Creation Station is a cozy place so make yourself at home.
Smart TV

Newly Beautiful renovated first floor apartment getaway

Newly Beautiful renovated first floor apartment getaway
Forest Park
8.8 out of 10, Excellent, (3 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 ￥28,843
￥53,810 total
includes taxes & fees
Jun 15 - Jun 16
Newly Beautiful renovated first floor apartment getaway
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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Beautiful property and very helpful staff. One drawback is there is only one elevator for 5 story building and it is very slow and used by cleaning staff during checkout time. We used the stairs most of the time."
Gordon 1-night trip
Posted 2 hours ago
D. Hotel Suites & Spa

Find out more about Montgomery

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

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?

Cozy 1-bedroom house in overlooking the river close to downtown Northampton: This vacation home rental outside of Montgomery has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Montgomery?

Explore the area and family-friendly sights such as Six Flags New England, or get out into nature at a spot like Westfield River. Tekoa Mountain Wildlife Management Area and Stephen Smith 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.