Montgomery Vacation Rentals

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Check prices for these dates

Tonight
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Montgomery

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (5)
"Great property! Thank you for a wonderful stay."
The price is ￥27,561
￥55,022 total
includes taxes & fees
Aug 11 - Aug 12
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Bring Your Pet & Visit Springfield: Westfield Home
Outdoor dining

Bring Your Pet & Visit Springfield: Westfield Home

2.0 star property
6.0 out of 10, (11)
"The house and location were perfect. Comfortable beds! Would definitely stay again"
Bring Your Pet & Visit Springfield: Westfield Home
Easthampton Vacation Rental - Walk to Breweries!
Interior

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (19)
"Our group had a wonderful time and we will not hesitate to book again in the future. The place was exceptionally clean, well appointed, and very comfortable. Overall it was a great experience! "
The price is ￥16,067
￥35,235 total
includes taxes & fees
Jul 29 - Jul 30
Easthampton Vacation Rental - Walk to Breweries!
Charming Chicopee Getaway
Fridge, microwave, oven, stovetop

Charming Chicopee Getaway

The price is ￥18,472
￥45,636 total
includes taxes & fees
Jul 24 - Jul 25
Charming Chicopee Getaway
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Property grounds

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (12)
"Very friendly hosts, great location. "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Smart TV, fireplace, video games, books

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

9.6 out of 10, Exceptional, (31)
"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 ￥28,587
￥48,233 total
includes taxes & fees
Jul 31 - Aug 1
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
PICON COZY
Fridge, microwave, oven, stovetop

PICON COZY

7.4 out of 10, Good, (68)
"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 ￥9,500
￥23,251 total
includes taxes & fees
Jul 28 - Jul 29
PICON COZY
Big farmhouse in the foothills of the Berkshires
Property grounds

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (138)
"It is a quiet and beautiful home. The surrounding nature is peaceful and we saw many kinds of birds."
The price is ￥29,320
￥53,305 total
includes taxes & fees
Jul 27 - Jul 28
Big farmhouse in the foothills of the Berkshires
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Fireplace, books

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (36)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Property grounds

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

9.8 out of 10, Exceptional, (8)
"Beautiful lake, traditional charming cottage- great get-away"
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Button's Modern Luxury Walkup Downtown Northampton
Oven, stovetop, dishwasher

Button's Modern Luxury Walkup Downtown Northampton

The price is ￥36,650
￥72,870 total
includes taxes & fees
Aug 3 - Aug 4
Button's Modern Luxury Walkup Downtown Northampton
5 bedroom in the center of Springfield .
Interior

5 bedroom in the center of Springfield .

9.0 out of 10, Wonderful, (8)
"As advertised, great communication, would stay there again!"
5 bedroom in the center of Springfield .
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Microwave, oven, stovetop

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 ￥30,786
￥77,771 total
includes taxes & fees
Jul 28 - Jul 29
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
TV, fireplace, DVD player

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (42)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Fridge, microwave, oven, stovetop

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

10.0 out of 10, Exceptional, (68)
"Great stay with good amenities. Thanks for the tea!"
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
HOMEY HOMEY

HOMEY HOMEY

3.4 out of 10, (3)
"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."
The price is ￥10,555
￥24,448 total
includes taxes & fees
Jul 24 - Jul 25
HOMEY HOMEY
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Terrace/patio

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

9.6 out of 10, Exceptional, (60)
"Great"
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Lake Congamond Cozy Stylish Comfortable House
Sun loungers, beach towels

Lake Congamond Cozy Stylish Comfortable House

2.0 star property
10.0 out of 10, Exceptional, (4)
"Its was quite and peaceful, Judy was very easy to communicate with. We would stay here again"
Lake Congamond Cozy Stylish Comfortable House
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Private kitchen

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

9.0 out of 10, Wonderful, (2)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
The price is ￥30,346
￥53,223 total
includes taxes & fees
Jul 28 - Jul 29
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
The Clearing - Quiet - Close To Nature
Outdoor pool

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (192)
"Wonderful getaway, lovely hosts, great location, overall a fabulous place to relax and recharge. "
The Clearing - Quiet - Close To Nature
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

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent
"."
Rachid 1-night trip
Posted 13 hours ago
Holiday Inn Express Springfield Downtown by IHG

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?

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. : This vacation home rental outside of Montgomery offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 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.