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Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Montgomery vacation rentals

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, (148 reviews)
"Great location"
United States
Will G.
The price is ￥28,018
￥53,688 total
includes taxes & fees
Aug 29 - Aug 30
Big farmhouse in the foothills of the Berkshires
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, (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 ￥11,633
￥41,545 total
includes taxes & fees
Jul 30 - Jul 31
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
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 ￥16,385
￥40,691 total
includes taxes & fees
Jul 30 - Jul 31
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
Desk, iron/ironing board, travel crib, WiFi

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 ￥29,493
￥45,939 total
includes taxes & fees
Aug 10 - Aug 11
The Creation Station is a cozy place so make yourself at home.
Coffee/tea maker, fridge, microwave, oven

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 ￥28,346
￥62,592 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Home in Holyoke with 3 bedrooms
Smart TV

Newly Beautiful renovated first floor apartment getaway

Newly Beautiful 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 ￥2,949
￥21,936 total
includes taxes & fees
Aug 1 - Aug 2
Newly Beautiful renovated first floor apartment getaway
Living area

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 ￥28,674
￥41,268 total
includes taxes & fees
Aug 3 - Aug 4
Cozy 2-bedroom apartment in Chicopee
Property grounds

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 ￥18,272
￥34,029 total
includes taxes & fees
Aug 4 - Aug 5
Peaceful Meadow Retreat
Flat-screen TV, books

Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.4 out of 10, Exceptional, (10 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 ￥29,308
￥52,196 total
includes taxes & fees
Aug 2 - Aug 3
Cozy First Floor Apartment. Located in a quiet neighborhood.
Interior

Linny's - Lakefront Retreat Private Dock & Firepit

Linny's - Lakefront Retreat Private Dock & Firepit
West Suffield
10.0 out of 10, Exceptional, (41 reviews)
"Everything was spectacular from the check in process to the personal experiences."
United States
leigh
The price is ￥29,280
￥60,218 total
includes taxes & fees
Aug 5 - Aug 6
Linny's - Lakefront Retreat Private Dock & Firepit
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, (16 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 ￥38,783
￥79,690 total
includes taxes & fees
Aug 3 - Aug 4
Townhouse with Pool Table - Renovated w/ King Bed
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 ￥13,600
￥41,274 total
includes taxes & fees
Jul 30 - Jul 31
Charming Chicopee Getaway
Interior

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 ￥39,993
￥82,373 total
includes taxes & fees
Aug 3 - Aug 4
Button's Modern Luxury Walkup Downtown Northampton
Interior

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, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ￥35,392
￥75,953 total
includes taxes & fees
Aug 25 - Aug 26
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Outdoor spa tub

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 ￥34,900
￥75,404 total
includes taxes & fees
Aug 25 - Aug 26
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Coffee/tea maker, fridge, microwave, oven

Cozy 2-bedroom apartment with movie theater.

Cozy 2-bedroom apartment with movie theater.
Agawam
10.0 out of 10, Exceptional, (1 review)
The price is ￥31,263
￥50,479 total
includes taxes & fees
Aug 10 - Aug 11
Cozy 2-bedroom apartment with movie theater.
Property grounds

Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (40 reviews)
"Great hosts! Very nice and helpful. "
United States
Anonymous traveler
The price is ￥44,207
￥73,205 total
includes taxes & fees
Aug 9 - Aug 10
Charming, updated 3 bedroom farmhouse farm stay.
Smart TV, fireplace

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"We loved the home. "
United States
Karen D.
The price is ￥20,645
￥56,184 total
includes taxes & fees
Aug 5 - Aug 6
The Serene Skyway Retreat
Smart TV, fireplace, video games, books

Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Forest Park
9.6 out of 10, Exceptional, (44 reviews)
"It was nice stay!"
United States
Lorrie
The price is ￥28,587
￥58,250 total
includes taxes & fees
Aug 4 - Aug 5
Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Living area

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 ￥33,892
￥59,999 total
includes taxes & fees
Aug 4 - Aug 5
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

Hotel Northampton

Hotel Northampton

10/10 Excellent
"XX"
Edward 2-night trip
Posted 2 hours ago
Hotel Northampton

Find out more about Montgomery

Search for holiday rentals in Montgomery on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomery 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 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?

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?

Explore the area and family-friendly sights such as Six Flags New England, or get out into nature at a spot like Westfield River. 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.