Holiday Rentals in Montgomery

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Montgomery

Tiny Home with AC and WiFi in lovely Ludlow
9.0 out of 10, Wonderful, (6)
The price is €133
includes taxes & fees
15 Oct - 16 Oct
Tiny Home with AC and WiFi in lovely Ludlow
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
9.0 out of 10, Wonderful, (26)
"Check in was easy. This met all of our needs. "
The price is €496
includes taxes & fees
21 Oct - 22 Oct
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Enjoyable and Spacious 3 bedroom apartment in Springfield
Enjoyable and Spacious 3 bedroom apartment in Springfield
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (203)
"The property was beautiful and well maintained.The home where we stayed was perfect and cozy."
The Clearing - Quiet - Close To Nature
Newly Renovated 2 floor Getaway
3.5 star property
The price is €586
includes taxes & fees
19 Oct - 20 Oct
Newly Renovated 2 floor Getaway
Peace and quiet on the lake
9.6 out of 10, Exceptional, (224)
"Comfortable home with amazing view. Enjoyed taking a walk around the lake (1 hour approx). Had an amazing dinner at Dream Away lodge which is 15 minutes away. "
Peace and quiet on the lake
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (226)
"Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
9.2 out of 10, Wonderful, (15)
"Great property! Thank you for a wonderful stay."
The price is €272
includes taxes & fees
15 Oct - 16 Oct
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
HOMEY HOMEY
3.0 out of 10, (4)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
The price is €147
includes taxes & fees
15 Oct - 16 Oct
HOMEY HOMEY
PICON COZY
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is €147
includes taxes & fees
20 Oct - 21 Oct
PICON COZY
Charming Chicopee Getaway
10.0 out of 10, Exceptional, (1)
"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. "
The price is €243
includes taxes & fees
28 Oct - 29 Oct
Charming Chicopee Getaway
Newly Beautiful renovated first floor apartment getaway
8.0 out of 10, Very good, (2)
"We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the...
The price is €300
includes taxes & fees
19 Oct - 20 Oct
Newly Beautiful renovated first floor apartment getaway
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (69)
"This was our second time staying here and we had a great time!"
The price is €247
includes taxes & fees
15 Oct - 16 Oct
The Creation Station is a cozy place so make yourself at home.
Private Island - Largest Fresh Water Reservoir in Mass
8.8 out of 10, Excellent, (8)
"We had a great time. The owner Bill was a great host."
Private Island - Largest Fresh Water Reservoir in Mass
Charming 3 bed/2 bath town home with gorgeous back yard
9.8 out of 10, Exceptional, (12)
"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."
The price is €506
includes taxes & fees
19 Oct - 20 Oct
Charming 3 bed/2 bath town home with gorgeous back yard
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
The price is €350
includes taxes & fees
26 Oct - 27 Oct
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (17)
"Everything was clean and comfortable. It was a perfect getaway."
Amherst, Perfect Location, UMass, Smith, MHC!
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (132)
"Stayed here for my child’s graduation weekend. Enough room for everyone and great location. Loved the nearby walking trail!"
Hadley Amherst Location.Explore the Valley Colleges!
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.0 out of 10, Wonderful, (12)
"I was in a nice, quiet neighborhood. House was clean and comfy. There is a store literally right around the corner. I would definitely stay agin and recommend to others. The property manager answered my questions and gave good customer service."
The price is €283
includes taxes & fees
19 Oct - 20 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
3-bedroom house in perfect Springfield with WiFi, AC
2.0 star property
9.2 out of 10, Wonderful, (5)
"My family of five (my husband, myself and three adult children) came to town for a summer intensive at CLI Conservatory (30 min away). This property was spotless, quiet and close to shops and museums! The host was great and left a binder with great local suggestions for things to do, shops and restaurants. "
3-bedroom house in perfect Springfield with WiFi, AC
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montgomery Hotel Reviews

Find out more about Montgomery

Everything you need to know about Montgomery holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomery holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montgomery holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery holiday rentals we have selected for you start as low as €133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery rentals

At Expedia, we put the best Montgomery holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montgomery rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomery holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomery. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Montgomery?

Yes, there are holiday rentals close to the most popular sights in Montgomery, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montgomery has to offer?

Peace and quiet on the lake: This holiday home rental outside of Montgomery is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most 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 Six Flags New England, 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 holiday rentals like in Montgomery?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montgomery. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.