Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

Our top choices for Montgomery holiday rentals

Tiny Home with AC and WiFi in lovely Ludlow

9.0 out of 10, Wonderful, (6)
The price is AU$230
includes taxes & fees
10 Sept - 11 Sept
Tiny Home with AC and WiFi in lovely Ludlow

5 bedroom in the center of Springfield .

9.2 out of 10, Wonderful, (9)
"As advertised, great communication, would stay there again!"
5 bedroom in the center of Springfield .

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (222)
"Very cosy and quiet place. We enjoyed conueing on the lake, we had it to ourselves. "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

10.0 out of 10, Exceptional, (23)
"This beautiful home was perfect for our short stay in Western Massachusetts. Everything was just lovely, clean, comfortable, quiet. Great hosts and so kind and accommodating to our needs. Thank you so much. We will definitely look to stay here again for future family visits. "
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

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

9.6 out of 10, Exceptional, (35)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is AU$515
includes taxes & fees
30 Sept - 1 Oct
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

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 AU$444
includes taxes & fees
7 Oct - 8 Oct
Charming Chicopee Getaway

Stunning 3BR Riverfront Log Home with Soaring Glass Wall & Private Forest

9.6 out of 10, Exceptional, (37)
"My friends and I had the most beautiful rainy weekend here to celebrate my 40th birthday. The spot was perfect for the 5 of us and the river was such a wonderful bonus to our peaceful trip!"
Stunning 3BR Riverfront Log Home with Soaring Glass Wall & Private Forest

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

10.0 out of 10, Exceptional, (14)
"Beautiful lake, traditional charming cottage- great get-away"
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

9.0 out of 10, Wonderful, (11)
"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 AU$520
includes taxes & fees
10 Sept - 11 Sept
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)
3-bedroom house in perfect Springfield with WiFi, AC

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

9.2 out of 10, Wonderful, (14)
"Great property! Thank you for a wonderful stay."
The price is AU$480
includes taxes & fees
10 Sept - 11 Sept
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (198)
"The property was beautiful and well maintained.The home where we stayed was perfect and cozy."
The Clearing - Quiet - Close To Nature

HOMEY HOMEY

3.4 out of 10, (3)
"I have been doing great business with the owner I have as always in the house and this time I was in a very unsafe basement with a bad smell and very uncomfortable bed I beg you don’t go to the basement it’s horrible"
The price is AU$256
includes taxes & fees
10 Sept - 11 Sept
HOMEY HOMEY

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

9.0 out of 10, Wonderful, (23)
"Check in was easy. This met all of our needs. "
The price is AU$1,090
includes taxes & fees
1 Oct - 2 Oct
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

10.0 out of 10, Exceptional, (1)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
The price is AU$645
includes taxes & fees
29 Sept - 30 Sept
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

9.6 out of 10, Exceptional, (62)
"We had an amazing time at the house and lots of fun on the lake. This was a cozy home with family history and thoughtful touches. A great stay."
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (139)
"Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!"
The price is AU$548
includes taxes & fees
16 Sept - 17 Sept
Big farmhouse in the foothills of the Berkshires

Newly Renovated 4 Bedroom House

10.0 out of 10, Exceptional, (2)
"The house was perfect for a weekend wedding trip. "
Newly Renovated 4 Bedroom House

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 AU$883
includes taxes & fees
10 Sept - 11 Sept
Charming 3 bed/2 bath town home with gorgeous back yard

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 AU$545
includes taxes & fees
1 Oct - 2 Oct
Newly Beautiful renovated first floor apartment getaway
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

Find out more about Montgomery

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 favourite 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 depend 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 AU$230 per night. Entering your travel dates in the search wizard might find you 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?

Tiny Home with AC and WiFi in lovely Ludlow: This holiday home rental outside of Montgomery has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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.