Search Vacation Homes in Montgomery

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In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Homes in Montgomery

Tiny Home with AC and WiFi in lovely Ludlow
1 bedroom, WiFi, bed sheets

Tiny Home with AC and WiFi in lovely Ludlow

9.0 out of 10, Wonderful, (6)
$134 nightly
The price is $150
Oct 12 - Oct 13
Total with taxes and fees
Tiny Home with AC and WiFi in lovely Ludlow
Cozy Home in Holyoke with 3 bedrooms
Terrace/patio

Cozy Home in Holyoke with 3 bedrooms

9.6 out of 10, Exceptional, (9)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
$288 nightly
The price is $322
Oct 5 - Oct 6
Total with taxes and fees
Cozy Home in Holyoke with 3 bedrooms
The Serene Skyway Retreat
Exterior

The Serene Skyway Retreat

8.8 out of 10, Excellent, (11)
"This stay was excellent. Full of comfortable amenities. The host made us feel very welcome. My kids enjoyed the selection of video games. This was an excellent experience!"
$268 nightly
The price is $286
Oct 8 - Oct 9
Total with taxes and fees
The Serene Skyway Retreat
Newly Beautiful renovated first floor apartment getaway
Fridge, microwave, oven, stovetop

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...
$301 nightly
The price is $341
Oct 5 - Oct 6
Total with taxes and fees
Newly Beautiful renovated first floor apartment getaway
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Fridge, microwave, oven, stovetop

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.4 out of 10, Exceptional, (16)
"Great overnight stay! "
$253 nightly
The price is $267
Oct 5 - Oct 6
Total with taxes and fees
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Townhouse with Pool Table - Renovated w/ King Bed
Fridge, microwave, oven, stovetop

Townhouse with Pool Table - Renovated w/ King Bed

10.0 out of 10, Exceptional, (9)
"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."
$333 nightly
The price is $378
Oct 5 - Oct 6
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
The Creation Station is a cozy place so make yourself at home.
Property grounds

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!"
$249 nightly
The price is $278
Oct 6 - Oct 7
Total with taxes and fees
The Creation Station is a cozy place so make yourself at home.
PICON COZY
Smart TV

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. "
$146 nightly
The price is $166
Oct 20 - Oct 21
Total with taxes and fees
PICON COZY
Home in the Woods
Private kitchen

Home in the Woods

10.0 out of 10, Exceptional, (3)
"Jessica's spot is adorable and tidy, at the end of a quiet, shady lane, with lots of peace and privacy. It was a hot, muggy weekend but there were 2 window units and extra fans to keep us comfortable. The house is well-appointed—we had a busy schedule and were sad we didn't have a chance to use the lovely outdoor fire pit area. Good communication after a minor mixup. Would definitely stay again!"
$295 nightly
The price is $312
Oct 31 - Nov 1
Total with taxes and fees
Home in the Woods
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."
$318 nightly
The price is $361
Oct 7 - Oct 8
Total with taxes and fees
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
$351 nightly
The price is $392
Oct 28 - Oct 29
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Fridge, microwave, oven, stovetop

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

$356 nightly
The price is $403
Oct 16 - Oct 17
Total with taxes and fees
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Low-scent, historic, well-located, downtown house
Fridge, microwave, oven, stovetop

Low-scent, historic, well-located, downtown house

10.0 out of 10, Exceptional, (5)
"It’s a beautiful home that worked for our stay as a family "
$531 nightly
The price is $593
Oct 5 - Oct 6
Total with taxes and fees
Low-scent, historic, well-located, downtown house
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Property grounds

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

10.0 out of 10, Exceptional, (2)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
$434 nightly
The price is $493
Oct 4 - Oct 5
Total with taxes and fees
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, books

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.6 out of 10, Exceptional, (8)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
$346 nightly
The price is $387
Oct 6 - Oct 7
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Stylish 4BR 2 Bathroom Home in Forest Park
Fridge, microwave, oven, stovetop

Stylish 4BR 2 Bathroom Home in Forest Park

10.0 out of 10, Exceptional, (4)
"Home was a perfect gathering and resting place for our group of employees working in the state buildings at the Big E"
$686 nightly
The price is $778
Oct 7 - Oct 8
Total with taxes and fees
Stylish 4BR 2 Bathroom Home in Forest Park
Charming 3 bed/2 bath town home with gorgeous back yard
Property grounds

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."
$583 nightly
The price is $661
Oct 19 - Oct 20
Total with taxes and fees
Charming 3 bed/2 bath town home with gorgeous back yard
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!

9.8 out of 10, Exceptional, (36)
"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. "
$267 nightly
The price is $303
Oct 5 - Oct 6
Total with taxes and fees
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Beautiful 4BR 2 Bathroom House with Parking
Fridge, microwave, oven, stovetop

Beautiful 4BR 2 Bathroom House with Parking

9.8 out of 10, Exceptional, (9)
"Arranged for my managers to stay at this location as they needed to be close to a Trade Show. Host was very accommodating and quick with responses. Everyone who stayed at the house was more than pleased with everything!"
$686 nightly
The price is $778
Oct 4 - Oct 5
Total with taxes and fees
Beautiful 4BR 2 Bathroom House with Parking
Luxury Retreat inAmherst
Dining

Luxury Retreat inAmherst

$750 nightly
The price is $838
Oct 13 - Oct 14
Total with taxes and fees
Luxury Retreat inAmherst
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

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

10/10 Excellent
"Clean rooms, great breakfast and really nice staff! "
Cecile 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Find out more about Montgomery

Find out more about Montgomery

Montgomery Vacation Homes information

Number of reviews
254
Accommodation
161 Vacation Homes
Lowest Price
$150
Highest Price
$838

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