Estia Villas - Vacation Rentals in Montgomery
House
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
3196.88 ft²
-
Parking -
Internet -
Child Friendly -
Security/Safety
US $644
/Night
7 Nights - $4,505
Apartment
1 Bedroom
1 Bathroom
-
Parking
-
Kitchen -
Air Conditioner -
Internet
US $530
/Night
7 Nights - $3,708
House
10.0
(
169 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2400 ft²
-
Parking
-
Ocean View -
Balcony/Terrace -
View
US $377
/Night
7 Nights - $2,639
House
10.0
(
148 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $355
/Night
7 Nights - $2,486
Cabin
9.6
(
250 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
640 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $266
/Night
7 Nights - $1,861
House
10.0
(
77 Reviews
)
1 Bedroom
1 Bathroom
10 Guests
1600 ft²
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $280
/Night
7 Nights - $1,963
Condo
1 Bedroom
1 Bathroom
3 Guests
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $138
/Night
7 Nights - $968
House
10.0
(
68 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $336
/Night
7 Nights - $2,354
See More Montgomery Vacation Rentals
Luxury Places to Stay in Montgomery
Over 194+
Luxury Places to Stay in or Near Montgomery
House
10.0
(
4 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
4682 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,826
/Night
7 Nights - $12,779
House
10.0
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
3200 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $998
/Night
7 Nights - $6,988
House
4.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
1750 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $909
/Night
7 Nights - $6,361
Cabin
10.0
(
12 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
1705 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $878
/Night
7 Nights - $6,146
House
9.8
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $760
/Night
7 Nights - $5,320
House
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
2900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $760
/Night
7 Nights - $5,317
House
3 Bedrooms
2 Bathrooms
7 Guests
1700.7 ft²
-
Parking
-
Internet
-
Pet Friendly -
Child Friendly
US $753
/Night
7 Nights - $5,273
House
5 Bedrooms
5 Bathrooms
10 Guests
4682.3 ft²
-
Parking
-
Internet
-
Child Friendly
-
Security/Safety
US $724
/Night
7 Nights - $5,068
See More Montgomery Luxury Vacation Rentals
Find More Montgomery Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Montgomery
Over 25+
Top-Rated Vacation Rentals with a Pool in or Near Montgomery
House
10.0
(
13 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
3300 ft²
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $512
/Night
7 Nights - $3,586
US $158
/Night
7 Nights - $1,106
US $184
/Night
7 Nights - $1,290
Hotel
9.2
(
1000 Reviews
)
-
Breakfast -
Parking
-
Pool
-
Kitchen
US $180
/Night
7 Nights - $1,260
Hotel
9.2
(
662 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Ocean View
US $156
/Night
7 Nights - $1,090
Hotel
9.2
(
653 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $170
/Night
7 Nights - $1,191
Hotel
9.0
(
1002 Reviews
)
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $183
/Night
7 Nights - $1,282
Hotel
8.7
(
984 Reviews
)
319.84 ft²
-
Private Pool
-
Hot Tub
-
EV Charge Station -
Parking
US $202
/Night
7 Nights - $1,411
Pet-Friendly Vacation Rentals in Montgomery
Over 57+
Pet-Friendly Vacation Rentals in or Near Montgomery
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
10763.91 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $260
/Night
7 Nights - $1,819
Hotel
7.0
(
1005 Reviews
)
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $104
/Night
7 Nights - $729
Apartment
9.8
(
11 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
17222 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $410
/Night
7 Nights - $2,873
Cabin
9.6
(
63 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $400
/Night
7 Nights - $2,797
House
9.6
(
24 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
3055 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $495
/Night
7 Nights - $3,462
Apartment
9.4
(
10 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $306
/Night
7 Nights - $2,144
Cottage
8.6
(
9 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1098 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $502
/Night
7 Nights - $3,516
House
6.4
(
20 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1037 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $308
/Night
7 Nights - $2,154
See More Pet-Friendly Vacation Rentals in Montgomery on PetFriendly.io
Large Vacation Homes & Villas in Montgomery
Over 15+
Large Vacation Homes & Villas in or Near Montgomery
Ski Chalet
9.2
(
4 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
2604.87 ft²
-
Air Conditioner
-
Child Friendly
-
Barbecue/Outdoor Cooking -
Sports/Activities
US $533
/Night
7 Nights - $3,731
US $1,105
/Night
7 Nights - $7,733
House
3 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $534
/Night
7 Nights - $3,737
House
10.0
(
2 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
4682 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $684
/Night
7 Nights - $4,789
House
9.6
(
25 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
3644 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $406
/Night
7 Nights - $2,842
House
9.0
(
2 Reviews
)
5 Bedrooms
2 Bathrooms
8 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $269
/Night
7 Nights - $1,883
House
6 Bedrooms
6 Bathrooms
16 Guests
4226 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $843
/Night
7 Nights - $5,898
House
5 Bedrooms
3 Bathrooms
10 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $612
/Night
7 Nights - $4,281
See More Family Vacation Rentals in Montgomery on FVR
Wheelchair Accessible Vacation Homes in Montgomery
Over 17+
Wheelchair Accessible Vacation Homes in or Near Montgomery
Hotel
9.0
(
160 Reviews
)
313.95 ft²
-
EV Charge Station
-
Parking
-
Air Conditioner
-
Internet
US $203
/Night
7 Nights - $1,422
Hotel
9.4
(
255 Reviews
)
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $125
/Night
7 Nights - $878
Apartment
4.5
(
29 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Private Pool
-
Pool
-
Kitchen
-
Air Conditioner
US $122
/Night
7 Nights - $854
Hotel
8.1
(
209 Reviews
)
491.55 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $152
/Night
7 Nights - $1,064
Hotel
8.6
(
587 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $153
/Night
7 Nights - $1,074
Hotel
8.1
(
171 Reviews
)
312.15 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $161
/Night
7 Nights - $1,127
Hotel
8.4
(
903 Reviews
)
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $112
/Night
7 Nights - $785
Hotel
7.9
(
164 Reviews
)
271.79 ft²
-
Private Pool
-
Parking
-
Pool
-
Air Conditioner
US $139
/Night
7 Nights - $974
Montgomery Vacation Rentals and Airbnb Places to Stay Under $200
Over 63+
Montgomery Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.7
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
796.53 ft²
-
EV Charge Station
-
Parking
-
Air Conditioner
-
Internet
US $188
/Night
7 Nights - $1,314
US $166
/Night
7 Nights - $1,162
Apartment
10.0
(
23 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $170
/Night
7 Nights - $1,192
Apartment
9.8
(
34 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $180
/Night
7 Nights - $1,260
Apartment
10.0
(
73 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
500 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $194
/Night
7 Nights - $1,356
House
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Barbecue/Outdoor Cooking
US $98
/Night
7 Nights - $686
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $192
/Night
7 Nights - $1,346
Apartment
6.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Internet
-
Child Friendly
-
Laundry
-
Bedding/Linens
US $170
/Night
7 Nights - $1,190
See More Montgomery Vacation Rental Deals
Instantly Bookable Vacation Homes in Montgomery
Over 57+
Instantly Bookable Vacation Homes in or Near Montgomery
Apartment
1 Bedroom
1 Bathroom
-
Child Friendly
US $264
/Night
7 Nights - $1,845
House
10.0
(
37 Reviews
)
3 Bedrooms
2 Bathrooms
5 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $439
/Night
7 Nights - $3,075
House
10.0
(
27 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $451
/Night
7 Nights - $3,158
House
10.0
(
16 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $474
/Night
7 Nights - $3,319
House
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $547
/Night
7 Nights - $3,826
House
10.0
(
7 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $284
/Night
7 Nights - $1,990
Apartment
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $620
/Night
7 Nights - $4,340
Condo
10.0
(
4 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
3200 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $537
/Night
7 Nights - $3,761
About Montgomery Vacation Rentals
With more than 203 Montgomery vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas 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 Estiavillas 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 945.91 ft² on average, with prices averaging US $399 a night.
Estiavillas 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 | 55 |
| Hotels | 43 |
| Cottages | 10 |
| Cabin Rentals | 5 |
| Others | 4 |
| Ski Chalet Rentals | 2 |
Use these Quick Filters to Find a Vacation Rental in Montgomery
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas 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
Top Attractions Around Montgomery, MA
Estiavillas offers a large selection of top attractions around Montgomery. Research things to do on your vacation before you visit Montgomery.
University of Massachusetts-Amherst
Six Flags New England
Naismith Memorial Basketball Hall of Fame
Amherst College
MassMutual Center
Eastern States Exposition
MGM Springfield
Big E
Springfield Armory
Holyoke Mall
Smith College
Mount Holyoke College
Springfield Museums
Jacob's Pillow
Calvin Theater
Springfield Science Museum
Otis Ridge
October Mountain State Forest
Blandford Ski Area
Beartown State Forest
Montgomery Vacation Rental Frequently Asked Questions
How many vacation rentals have private pools in Montgomery?
There are 4 vacation rentals with private pools near Montgomery. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Montgomery are best for families?
If you are looking for a family-friendly vacation home in Montgomery, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montgomery:
How many vacation rentals are available in Montgomery?
Currently, the total number of properties listed in 2026 is over 203 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.
