Holiday Rentals in Montgomery

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Montgomery

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 €318
includes taxes & fees
17 Jul - 18 Jul
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

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

9.0 out of 10, Wonderful, (9)
"Comfortable, clean and well maintained property. I definitely will book again. "
The price is €371
includes taxes & fees
15 Jul - 16 Jul
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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

9.2 out of 10, Wonderful, (9)
"Great stay"
The price is €345
includes taxes & fees
14 Jul - 15 Jul
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Tiny Home with AC and WiFi in lovely Ludlow

The price is €132
includes taxes & fees
16 Jul - 17 Jul
Tiny Home with AC and WiFi in lovely Ludlow

PICON COZY

7.6 out of 10, Good, (67)
"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 €142
includes taxes & fees
14 Jul - 15 Jul
PICON COZY

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 €288
includes taxes & fees
31 Jul - 1 Aug
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Newly Beautiful renovated first floor apartment getaway

8.0 out of 10, Very good, (1)
"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 €308
includes taxes & fees
23 Jul - 24 Jul
Newly Beautiful renovated first floor apartment getaway

Beautiful 4BR 2 Bathroom House with Parking

9.8 out of 10, Exceptional, (9)
"Very clean, pleasant, and comfortable. We pretty much just slept there as we were at familie's houses during the day, but it was a wonderful place for us to sleep at night."
The price is €614
includes taxes & fees
14 Jul - 15 Jul
Beautiful 4BR 2 Bathroom House with Parking

Stylish 4BR 2 Bathroom Home in Forest Park

10.0 out of 10, Exceptional, (2)
"The house was in a great location it was minutes away from the Big E Fairgrounds and MGM Casino."
The price is €603
includes taxes & fees
14 Jul - 15 Jul
Stylish 4BR 2 Bathroom Home in Forest Park

Charming 3 bed/2 bath town home with gorgeous back yard

9.8 out of 10, Exceptional, (12)
"Beautifully updated unit with all the amenities of home. Very quiet, safe neighborhood with nearby stores and restaurants. Great value for a short stay…"
The price is €550
includes taxes & fees
27 Jul - 28 Jul
Charming 3 bed/2 bath town home with gorgeous back yard

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

9.6 out of 10, Exceptional, (14)
"Great overnight stay! "
The price is €234
includes taxes & fees
14 Jul - 15 Jul
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Luxury Retreat inAmherst

The price is €800
includes taxes & fees
13 Aug - 14 Aug
Luxury Retreat inAmherst

Modern Victorian 3BR 2BA Apt with Parking

The price is €581
includes taxes & fees
13 Aug - 14 Aug
Modern Victorian 3BR 2BA Apt with Parking

Saint James Manor - Sleeps 20+ in Style & Comfort with Parking

Saint James Manor - Sleeps 20+ in Style & Comfort with Parking

Elegant 7Bed 2.5Bath Victorian Home

"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "
The price is €1,127
includes taxes & fees
13 Aug - 14 Aug
Elegant 7Bed 2.5Bath Victorian Home

The Skyway

9.6 out of 10, Exceptional, (7)
"This home was perfect for my family, friends and I. Very accommodating and cozy. Quiet, safe location. close to stores and Bradley International Airport."
The price is €383
includes taxes & fees
29 Jul - 30 Jul
The Skyway

Charming 4Bds+1crib house with patio Amherst Center

2.0 star property
9.6 out of 10, Exceptional, (4)
"A great place for a family stay in downtown Amherst. "
The price is €399
includes taxes & fees
29 Jul - 30 Jul
Charming 4Bds+1crib house with patio Amherst Center

Townhouse with Pool Table - Renovated w/ King Bed

10.0 out of 10, Exceptional, (6)
"The home was perfect for our crew while working out of town. Everything was as listed and Mabel was a great host and even called to make sure we were settled in and didn't need anything. "
The price is €259
includes taxes & fees
14 Jul - 15 Jul
Townhouse with Pool Table - Renovated w/ King Bed

Cozy Home in Holyoke with 3 bedrooms

9.8 out of 10, Exceptional, (7)
"Wonderful stay. Veronica was so kind and super responsive. The house was a great size and have everything we needed. We stayed there with 2 adults and 2 toddlers under 3. It was plenty of space. And a great location to all the area had to offer, museums, fun restaurants in North Hampton, etc. Would definitely stay again. "
The price is €334
includes taxes & fees
28 Jul - 29 Jul
Cozy Home in Holyoke with 3 bedrooms

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

10.0 out of 10, Exceptional, (4)
"It’s a beautiful home that worked for our stay as a family "
The price is €636
includes taxes & fees
26 Jul - 27 Jul
Low-scent, historic, well-located, downtown house
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. : This holiday 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 Holyoke Heritage State Park, 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.