Montgomery Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Montgomery vacation rentals

Fridge, microwave, oven, stovetop

Vacation Home in Holyoke

Cozy Home in Holyoke with 3 bedrooms
9.8 out of 10, Exceptional, (14 reviews)
"Very neat and clean. Decorated for Fall, which was nice. All amenities made for a really nice time."
United States
Stacy G.
The price is ￥25,403
￥57,808 total
includes taxes & fees
Mar 10 - Mar 11
Cozy Home in Holyoke with 3 bedrooms
Apartment | Living area

Apartment in Forest Park

Newly Renovated 2 floor Getaway
3.5 star property
The price is ￥73,762
￥107,350 total
includes taxes & fees
Mar 9 - Mar 10
Newly Renovated 2 floor Getaway
3 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Chicopee

Townhouse with Pool Table - Renovated w/ King Bed
10.0 out of 10, Exceptional, (12 reviews)
"Perfect stay for a family. Enjoyed the pool table. Beds were comfortable. Showers were perfect. Beautifully decorated. We felt right at home. Would definitely stay again. "
United States
Tonya Z.
The price is ￥28,400
￥60,680 total
includes taxes & fees
Mar 15 - Mar 16
Townhouse with Pool Table - Renovated w/ King Bed
Fridge, microwave, oven, stovetop

Apartment in Amherst

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
9.0 out of 10, Wonderful, (21 reviews)
"Great property! Thank you for a wonderful stay."
United States
David
The price is ￥35,358
￥66,460 total
includes taxes & fees
Mar 9 - Mar 10
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Property grounds

Vacation Home in Russell

Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (143 reviews)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is ￥31,556
￥57,370 total
includes taxes & fees
Mar 9 - Mar 10
Big farmhouse in the foothills of the Berkshires
1 bedroom, desk, iron/ironing board, travel crib

Vacation Home in Easthampton Ma.

The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (75 reviews)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is ￥28,400
￥43,708 total
includes taxes & fees
Mar 9 - Mar 10
The Creation Station is a cozy place so make yourself at home.
Fridge, microwave, oven, stovetop

Vacation Home in Forest Park

Charming 3 bed/2 bath town home with gorgeous back yard
9.8 out of 10, Exceptional, (13 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 ￥90,171
￥116,979 total
includes taxes & fees
Mar 9 - Mar 10
Charming 3 bed/2 bath town home with gorgeous back yard
Interior

Apartment in Forest Park

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
9.0 out of 10, Wonderful, (28 reviews)
"Great. Placeto stay"
United States
Anonymous traveler
The price is ￥45,299
￥82,180 total
includes taxes & fees
Mar 9 - Mar 10
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Living area

Vacation Home in Sixteen Acres

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
8.8 out of 10, Excellent, (5 reviews)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is ￥32,660
￥56,922 total
includes taxes & fees
Mar 10 - Mar 11
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Property grounds

Apartment in Granby

Peaceful Meadow Retreat
10.0 out of 10, Exceptional, (18 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 ￥15,336
￥29,864 total
includes taxes & fees
Mar 11 - Mar 12
Peaceful Meadow Retreat
Living area

Cottage in Amherst

Beautiful 2-bedroom cottage on Robert Frost Trail
The price is ￥25,245
￥41,769 total
includes taxes & fees
Mar 9 - Mar 10
Beautiful 2-bedroom cottage on Robert Frost Trail
Private kitchen

Vacation Home in Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
8.2 out of 10, Very Good, (10 reviews)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is ￥12,465
￥23,617 total
includes taxes & fees
Mar 9 - Mar 10
Tiny Home with AC and WiFi in lovely Ludlow
Interior

Vacation Home in Amherst

Luxury Retreat inAmherst
10.0 out of 10, Exceptional, (1 review)
"Very helpful and easy communication. Very clean and nice place. We were very busy and only really were at the place to sleep but it is quiet and perfect for a restful stay."
United States
Robert
The price is ￥85,201
￥132,182 total
includes taxes & fees
Mar 9 - Mar 10
Luxury Retreat inAmherst
TV

Apartment in Chicopee

Charming Chicopee Getaway
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 ￥18,618
￥45,669 total
includes taxes & fees
Mar 30 - Mar 31
Charming Chicopee Getaway
Smart TV, books

Vacation Home in Sherwood Forest

Berkshires Cottage! Dog friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
9.8 out of 10, Exceptional, (14 reviews)
"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"
United States
Matthew F.
The price is ￥25,276
￥62,247 total
includes taxes & fees
Mar 12 - Mar 13
Berkshires Cottage! Dog friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
TV

Vacation Home in East Forest Park

Safe & Quiet 3BR Cape: Sunroom Office + Yard
The price is ￥25,245
￥32,220 total
includes taxes & fees
Mar 9 - Mar 10
Safe & Quiet 3BR Cape: Sunroom Office + Yard
Property grounds

Villa in Whately

Cozy Valley View Post & Beam Villa!
10.0 out of 10, Exceptional, (8 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is ￥110,446
￥139,053 total
includes taxes & fees
Mar 16 - Mar 17
Cozy Valley View Post & Beam Villa!
Smart TV, fireplace, video games, books

Vacation Home in Forest Park

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (37 reviews)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is ￥21,300
￥47,793 total
includes taxes & fees
Mar 11 - Mar 12
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Fridge, microwave, oven, stovetop

Vacation Home in Windsor Locks

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
10.0 out of 10, Exceptional, (4 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is ￥29,678
￥70,262 total
includes taxes & fees
Mar 10 - Mar 11
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Interior

Apartment in Northampton

Button's Modern Luxury Walkup Downtown Northampton
10.0 out of 10, Exceptional, (2 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 ￥51,910
￥95,170 total
includes taxes & fees
Mar 9 - Mar 10
Button's Modern Luxury Walkup Downtown Northampton
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery Hotel Reviews

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2/10 Terrible
"No parking. Not clean. Sheets were stained. "
Kim 1-night trip
Posted 5 hours ago
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

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:

  • View our selection of featured holiday rentals in Montgomery
  • Use the map to find apartments and other holiday homes in the Montgomery neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montgomery while they last

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?

Peace and quiet on the lake: This vacation home rental outside of Montgomery is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Montgomery?

Explore the area and family-friendly sights such as Holyoke Heritage State Park, or get out into nature at a spot like Westfield River. Tekoa Mountain Wildlife Management Area 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.