Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

The Clearing - Quiet - Close To Nature

Cummington
10.0 out of 10, Exceptional, (207)
"It was a warm place. John was kind. "
United States
Seung Gyou B.
The Clearing - Quiet - Close To Nature

Peace and quiet on the lake

Sherwood Forest
9.6 out of 10, Exceptional, (228)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
United States
Anika J.
Peace and quiet on the lake

Newly Renovated 2 floor Getaway

3.5 star property
Forest Park
The price is NZ$1,099
includes taxes & fees
26 Nov - 27 Nov
Newly Renovated 2 floor Getaway

Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"Beautifully renovated and easy travels to many family and adult attractions locally. Parking is street side and we never had an issue parking our 2 vehicles out front of the home."
United States
Molly S.
Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

Cozy 2-bedroom apartment Near Six Flags & Attractions

Forest Park
8.0 out of 10, Very good, (1)
"It was a great space for us for the weekend. We took our son to the basketball hall of fame, which was super easy to get to from the apartment! "
United States
Jess L.
Cozy 2-bedroom apartment Near Six Flags & Attractions

HOMEY HOMEY

Sixteen Acres
2.8 out of 10, (5)
"We checked out early. The place had mold/mildew. Power went out and the place was dark. Not suitable for human use without major renovations and updates."
United States
Shorayi M.
The price is NZ$295
includes taxes & fees
14 Nov - 15 Nov
HOMEY HOMEY

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Sherwood Forest
9.6 out of 10, Exceptional, (229)
"Very clean and well stocked cabin. Everything you need is there. Very quiet neighborhood. Perfect place to get away and relax. I would highly recommend this place especially if you like being close to nature. "
United States
Sharon Z.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is NZ$567
includes taxes & fees
14 Nov - 15 Nov
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Beautiful retreat in a lake community to the enjoy the summer season.

Tolland
10.0 out of 10, Exceptional, (44)
"It was a very nice home with a great sitting area. The screened in porch was another nice area."
United States
Susan D.
Beautiful retreat in a lake community to the enjoy the summer season.

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

Forest Park
9.8 out of 10, Exceptional, (36)
"We were traveling to a horse show for 2 nights and this was a close and safe home. Comfortable beds and amazing water pressure in the shower! Very clean as well."
United States
Amy M.
The price is NZ$587
includes taxes & fees
1 Dec - 2 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
9.0 out of 10, Wonderful, (7)
"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 NZ$264
includes taxes & fees
17 Nov - 18 Nov
Tiny Home with AC and WiFi in lovely Ludlow

The Serene Skyway Retreat

Windsor Locks
8.8 out of 10, Excellent, (11)
"This home was perfect for my family, friends and I. Very accommodating and cozy. Quiet, safe location. close to stores and Bradley International Airport."
United States
Zarghona S.
The price is NZ$500
includes taxes & fees
19 Nov - 20 Nov
The Serene Skyway Retreat

The Creation Station is a cozy place so make yourself at home.

Easthampton Ma.
10.0 out of 10, Exceptional, (70)
"A very short but a really fun stay. Great location to just relax and get away from it all."
United States
Naseem P.
The price is NZ$495
includes taxes & fees
24 Nov - 25 Nov
The Creation Station is a cozy place so make yourself at home.

Charming Chicopee Getaway

Chicopee
6.0 out of 10, (2)
"The apartment didn't look anything like the pictures. It was dingy and had a smell to it that we couldn't tolerate and that lingered in our nostrils for hours after we left. The kitchen area was unusable -- what passed for a table was at the same level as the chair seats, which made it impossible to use. Finally, we had to move a big trash bag full of trash out of the way before even being able to get in the door. We left within minutes after arriving and went to a hotel. "
United States
Kenneth M.
The price is NZ$459
includes taxes & fees
17 Nov - 18 Nov
Charming Chicopee Getaway

PICON COZY

Sixteen Acres
7.4 out of 10, Good, (69)
"Peaceful "
United States
tyshawn h.
The price is NZ$293
includes taxes & fees
17 Nov - 18 Nov
PICON COZY

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

Forest Park
9.0 out of 10, Wonderful, (27)
"Host was very accommodating when we requested to stay an extra night. Booked again for the following week!"
United States
Cheryl P.
The price is NZ$1,212
includes taxes & fees
16 Nov - 17 Nov
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Private Island - Largest Fresh Water Reservoir in Mass

Otis
8.6 out of 10, Excellent, (9)
"The house’s position on the water, being further out than all other surrounding homes, makes for beautiful views of the lake and all it activities. The sunrises are beautiful. Unfortunately when you don’t have proper running water and a toilet that flushes without having to put water in the tank almost every time, the experience is less than ideal. The host warned us of the toilet about 15 min before we arrived and never had the kitchen sink fixed in the 5 days we stayed. That was rather...
United States
Colleen W.
Private Island - Largest Fresh Water Reservoir in Mass

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Amherst
9.2 out of 10, Wonderful, (15)
"Great spot. Super close to UMass Amherst which is where we were commuting back and forth from for tournament. Felt very private and appliances and games were amazing! "
United States
Kate B.
The price is NZ$614
includes taxes & fees
17 Nov - 18 Nov
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

Liberty Heights
7.6 out of 10, Good, (13)
"The house was very clean. It was difficult finding the rental and required calling the host. There’s a bbq grill but no grill equipment like tongs, spatula or scraper, the outside fire table did not work and the back yard had trash on the ground. The kitchen hot mitts were crusty and dirty, fixtures were falling off in the bathroom and the place needs another mirror for getting ready"
United States
Anya L.
Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Sixteen Acres
8.8 out of 10, Excellent, (3)
"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 NZ$637
includes taxes & fees
17 Nov - 18 Nov
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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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, 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 NZ$264 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 Holyoke Heritage State Park, or get out into nature at a spot like Westfield River. Montgomery Town Hall and Grace Hall Memorial Library 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.