Vacation Rentals Newport Ri - Vacation Rentals in Montgomery

Steps to Holyoke Medical Center! Remote-Work Hub From US $644
         

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10.0 (2 Reviews)
House
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  • Child Friendly
Blue – A Modern Hotel, an Ascend Collection Hotel From US $145
         

9.6 (183 Reviews)
Hotel
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  • Designated Smoking Area
Big farmhouse in the foothills of the Berkshires From US $367
         

10.0 (145 Reviews)
House
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  • Pet Friendly
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating From US $227
         

The Creation Station is a cozy place so make yourself at home. From US $235
         

Luxury Places to Stay in Montgomery

Over 203+ Luxury Places to Stay in or Near Montgomery
Hill Ross Farmhouse Historic Homestead From US $1,133
         

10.0 (3 Reviews)
Other
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Centrally Located Home by Holyoke Medical Center From US $893
         

10.0 (2 Reviews)
House
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  • TV
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Hill Ross Stables Historic Homestead From US $725
         

10.0 (3 Reviews)
House
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Centrally Located Home by Holyoke Medical Center From US $724
         

Top-Rated Vacation Rentals with a Pool in Montgomery

Over 26+ Top-Rated Vacation Rentals with a Pool in or Near Montgomery
D. Hotel Suites & Spa From US $187
         

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9.2 (2218 Reviews)
Hotel
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Hotel Northampton From US $184
         

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9.2 (1004 Reviews)
Hotel
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  • Pool
Fairfield Inn & Suites Springfield Northampton/Amherst From US $170
         

Fairfield Inn & Suites Springfield Holyoke From US $136
         

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9.2 (624 Reviews)
Hotel
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Courtyard by Marriott West Springfield From US $170
         

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9.2 (616 Reviews)
Hotel
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Homewood Suites by Hilton Holyoke-Springfield/North From US $180
         

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9.0 (1003 Reviews)
Hotel
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D. Hotel Suites & Spa From US $202
         

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8.7 (984 Reviews)
Hotel
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Pet-Friendly Vacation Rentals in Montgomery

Over 64+ Pet-Friendly Vacation Rentals in or Near Montgomery
My Lake House w/dock and kayaks From US $321
         

10.0 (4 Reviews)
House
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  • Pet Friendly
Cozy First Floor Apartment From US $188
         

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9.7 (13 Reviews)
Apartment
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Red Roof Inn PLUS+ West Springfield From US $102
         

6.8 (1001 Reviews)
Hotel
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Cozy 2-bedroom apartment in Chicopee From US $214
         

10.0 (4 Reviews)
Apartment
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  • Pet Friendly
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Serene 3-BR Berkshires Log Cabin From US $382
         

10.0 (3 Reviews)
House
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  • Pet Friendly
Cheerful 1 bedroom From US $270
         

9.8 (44 Reviews)
House
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  • Pet Friendly
Pristine Home In Becket Woods From US $343
         

9.8 (22 Reviews)
House
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  • Pet Friendly

Large Vacation Homes & Villas in Montgomery

Over 14+ Large Vacation Homes & Villas in or Near Montgomery
Family Lake Retreat Sauna, Deck & Games From US $533
         

9.2 (4 Reviews)
Ski Chalet
  • Air Conditioner
  • Designated Smoking Area
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Pet-Friendly Westfield Home w/Fenced Yard! From US $269
         

9.0 (2 Reviews)
House
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  • Pet Friendly

Wheelchair Accessible Vacation Homes in Montgomery

Over 18+ Wheelchair Accessible Vacation Homes in or Near Montgomery
New In-Law Apartment/Private Entry From US $122
         

4.5 (29 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • TV
Blue - A Modern Hotel, an Ascend Collection Hotel From US $128
         

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9.2 (75 Reviews)
Hotel
  • Air Conditioner
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  • Designated Smoking Area
Residence Inn by Marriott West Springfield From US $153
         

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8.6 (562 Reviews)
Hotel
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Residence Inn by Marriott West Springfield From US $152
         

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8.2 (194 Reviews)
Hotel
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  • Pet Friendly
Candlewood Suites West Springfield by IHG From US $108
         

Fairfield Inn & Suites by Marriott Springfield Holyoke From US $161
         

Hampton Inn Westfield From US $136
         

8.4 (845 Reviews)
Hotel
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Hampton Inn Westfield From US $139
         

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7.8 (158 Reviews)
Hotel
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Montgomery Vacation Rentals and Airbnb Places to Stay Under $200

Over 74+ Montgomery Vacation Rentals and Airbnb Places to Stay Under $200
Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College From US $162
         

10.0 (21 Reviews)
Apartment
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Holyoke House Oasis - Fast Wifi, Spacious, Quiet Neighborhood From US $171
         

4.3 (4 Reviews)
Apartment
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The Ellery From US $160
         

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9.2 (1006 Reviews)
Hotel
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Elm Suite with a Private Bathroom in front of Smith College Quadrangle From US $147
         

East Otis Reservoir Cabin w/Porch - Walk to Lake! From US $196
         

8.6 (9 Reviews)
Cabin
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  • Pet Friendly
Brand New Stylish Noho Apartment From US $164
         

6.0 (1 Review)
Apartment
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  • Bedding/Linens
  • Wellness Facilities

Instantly Bookable Vacation Homes in Montgomery

Over 60+ Instantly Bookable Vacation Homes in or Near Montgomery
Historic Farmhouse Near Mountains & Colleges! From US $377
         

Hill Ross Guest Suite on Historic Homestead From US $567
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Townhouse with Pool Table - Renovated w/King Bednn From US $333
         

Cabin Style Rustic Getaway, with mini-splits From US $447
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Steps to Holyoke Medical Center! Remote-Work Hub From US $343
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Button's Modern Luxury Walkup Downtown Northampton From US $603
         

About Montgomery Vacation Rentals

With more than 212 Montgomery vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentalsnewport and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Montgomery.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentalsnewport Montgomery, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Montgomery. Places to stay near Montgomery are 965.3 ft² on average, with prices averaging US $374 a night.

Rentalsnewport makes it easy and safe to find and compare vacation rentals in Montgomery with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Montgomery

Type Count
Vacation Homes 81
Holiday Apartments 56
Hotels 46
Cottages 11
Cabin Rentals 6
Others 5
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Montgomery

Pro Tip: Rentalsnewport makes it easy to compare the best listings on Rentalsnewport homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentalsnewport homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Montgomery.

Weather in Montgomery

View the weather forecast for Montgomery before booking your Montgomery Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Montgomery Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Montgomery?
How many vacation rentals are available in Montgomery?

Currently, the total number of properties listed in 2026 is over 212 in the Montgomery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Montgomery.