Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Montgomery vacation rentals

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, (12 reviews)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
The price is ￥28,688
￥65,275 total
includes taxes & fees
Apr 28 - Apr 29
Townhouse with Pool Table - Renovated w/ King Bed
Apartment | Living area

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is ￥74,510
￥108,439 total
includes taxes & fees
Apr 28 - Apr 29
Newly Renovated 2 floor Getaway
Fridge, microwave, oven, stovetop

Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (17 reviews)
"The house was lovely and clean and the location was very convenient for us. We would stay there again!"
United States
Jennifer S.
The price is ￥26,138
￥58,393 total
includes taxes & fees
Apr 28 - Apr 29
Cozy Home in Holyoke with 3 bedrooms
Fridge, microwave, oven, stovetop

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
The price is ￥20,719
￥67,178 total
includes taxes & fees
Apr 28 - Apr 29
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Apartment (1 Bedroom) | Interior

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
2.5 star property
Holyoke
The price is ￥6,853
￥33,243 total
includes taxes & fees
May 21 - May 22
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
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, (145 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is ￥29,485
￥54,752 total
includes taxes & fees
Apr 28 - Apr 29
Big farmhouse in the foothills of the Berkshires
Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (22 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 ￥14,057
￥28,518 total
includes taxes & fees
Apr 28 - Apr 29
Peaceful Meadow Retreat
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)
"An amazing location with the most friendly host! My mom, dog and i absolutely enjoyed this spot. Perfect for a fall get away and would stay again."
United States
Kelly Z.
The price is ￥28,688
￥42,726 total
includes taxes & fees
Apr 29 - Apr 30
The Creation Station is a cozy place so make yourself at home.
Fridge, microwave, stovetop, dishwasher

Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House
Enfield
10.0 out of 10, Exceptional, (5 reviews)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
The price is ￥31,667
￥73,281 total
includes taxes & fees
May 13 - May 14
Newly Renovated 4 Bedroom House
Property grounds

Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (8 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is ￥79,690
￥100,763 total
includes taxes & fees
Apr 28 - Apr 29
Cozy Valley View Post & Beam Villa!
Interior

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

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.2 out of 10, Wonderful, (29 reviews)
"Great. Placeto stay"
United States
Anonymous traveler
The price is ￥48,627
￥86,631 total
includes taxes & fees
May 4 - May 5
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
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
8.8 out of 10, Excellent, (5 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 ￥32,992
￥57,500 total
includes taxes & fees
May 4 - May 5
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Fridge, microwave, oven, stovetop

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 ￥28,545
￥46,128 total
includes taxes & fees
Apr 28 - Apr 29
Cozy 2-bedroom apartment with movie theater.
Fridge, microwave, oven, stovetop

Historic downtown house. Unscented products and sustainability practices.

Historic downtown house. Unscented products and sustainability practices.
Northampton
10.0 out of 10, Exceptional, (7 reviews)
"The house was very comfortable and we enjoyed our visit very much "
United States
Debbie L.
The price is ￥66,940
￥118,389 total
includes taxes & fees
May 18 - May 19
Historic downtown house. Unscented products and sustainability practices.
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 ￥11,954
￥38,115 total
includes taxes & fees
Apr 28 - Apr 29
Charming Chicopee Getaway
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, (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 ￥91,086
￥116,539 total
includes taxes & fees
Apr 28 - Apr 29
Charming 3 bed/2 bath town home with gorgeous back yard
Outdoor dining

Historic downtown apartment. Unscented products and sustainability practices.

Historic downtown apartment. Unscented products and sustainability practices.
Northampton
9.8 out of 10, Exceptional, (10 reviews)
"Quite a find in pricey Northampton. Within easy walking distance to restaurants and shops. Small but very comfortable. We didn't spend much time in the apartment, but it was perfect for what we needed."
United States
Jessica B.
The price is ￥29,326
￥53,585 total
includes taxes & fees
Apr 28 - Apr 29
Historic downtown apartment. Unscented products and sustainability practices.
Exterior detail

Modern Victorian 3BR 2BA Apt with Parking

Modern Victorian 3BR 2BA Apt with Parking
McKnight
10.0 out of 10, Exceptional, (1 review)
"Great house. Very spacious. Perfect for friends gathering for a local event. "
United States
Marcy Z.
The price is ￥54,508
￥103,428 total
includes taxes & fees
Apr 28 - Apr 29
Modern Victorian 3BR 2BA Apt with Parking
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 ￥23,238
￥59,248 total
includes taxes & fees
Apr 29 - Apr 30
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
TV

Safe & Quiet 3BR Cape: Sunroom Office + Yard

Safe & Quiet 3BR Cape: Sunroom Office + Yard
East Forest Park
The price is ￥25,501
￥32,547 total
includes taxes & fees
Apr 28 - Apr 29
Safe & Quiet 3BR Cape: Sunroom Office + Yard
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

The Ellery

The Ellery

10/10 Excellent
"Such a sweet spot, so glad we were able to get a reservation. Wish we'd been hungrier and didn't have breakfast plans , but we did check out the offerings and they were lovely. And the community space was perfect as well, and the opportunity to grab a coffee, tea, cookie, yogurt etc at any hour was appreciated! Thanks for a memorable stay. We'll be back for sure."
Sharon 2-night trip
Posted 2 hours ago
The Ellery

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?

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 International Volleyball Hall of Fame, 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.