Estia Villas - Vacation Rentals in Jamaica Plain
Apartment
8.0
(
41 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $216
/Night
7 Nights - $1,509
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
1496.18 ft²
-
Parking
-
View -
Air Conditioner
-
Internet
US $926
/Night
7 Nights - $6,484
US $170
/Night
7 Nights - $1,191
Apartment
10.0
(
130 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Hot Tub -
Parking
-
Kitchen
-
Air Conditioner
US $428
/Night
7 Nights - $2,997
Condo
10.0
(
35 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1500 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $629
/Night
7 Nights - $4,406
Apartment
10.0
(
18 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $513
/Night
7 Nights - $3,593
Apartment
10.0
(
15 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Air Conditioner
-
Internet
-
Child Friendly -
Laundry
US $463
/Night
7 Nights - $3,243
Apartment
10.0
(
12 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $153
/Night
7 Nights - $1,074
See More Jamaica Plain Vacation Rentals
Luxury Places to Stay in Jamaica Plain
Over 70+
Luxury Places to Stay in or Near Jamaica Plain
House
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,352
/Night
7 Nights - $9,467
Apartment
8.8
(
11 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1270.14 ft²
-
Oceanfront -
Breakfast -
Parking
-
Ocean View
US $998
/Night
7 Nights - $6,984
Apartment
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
8 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $742
/Night
7 Nights - $5,191
Apartment
9.2
(
14 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1399.31 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $579
/Night
7 Nights - $4,053
House
9.8
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $563
/Night
7 Nights - $3,944
House
10.0
(
1 Review
)
5 Bedrooms
2 Bathrooms
9 Guests
2002.09 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $561
/Night
7 Nights - $3,927
Apartment
4 Bedrooms
2 Bathrooms
11 Guests
2002.09 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $557
/Night
7 Nights - $3,898
House
9.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
11 Guests
2002.09 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $557
/Night
7 Nights - $3,898
Find More Jamaica Plain Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Jamaica Plain
Over 5+
Top-Rated Vacation Rentals with a Pool in or Near Jamaica Plain
Apartment
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Pool -
Kitchen
-
Air Conditioner
US $771
/Night
7 Nights - $5,394
Apartment
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $505
/Night
7 Nights - $3,537
House
9.0
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Pool
-
Kitchen
-
Internet
-
Pet Friendly
US $500
/Night
7 Nights - $3,501
Apartment
5.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $382
/Night
7 Nights - $2,676
Apartment
2 Bedrooms
2 Bathrooms
6 Guests
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $500
/Night
7 Nights - $3,497
Pet-Friendly Vacation Rentals in Jamaica Plain
Over 12+
Pet-Friendly Vacation Rentals in or Near Jamaica Plain
Condo
9.6
(
14 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $318
/Night
7 Nights - $2,229
Apartment
3 Bedrooms
2 Bathrooms
6 Guests
2400.35 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $218
/Night
7 Nights - $1,526
Apartment
3.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
1 Guest
-
Kitchen
-
Internet
-
Pet Friendly
-
Child Friendly
US $163
/Night
7 Nights - $1,141
Apartment
9.4
(
66 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1350 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $326
/Night
7 Nights - $2,283
Condo
9.8
(
7 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $277
/Night
7 Nights - $1,942
Apartment
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $219
/Night
7 Nights - $1,530
Condo
9.6
(
82 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $189
/Night
7 Nights - $1,323
Apartment
3 Bedrooms
2 Bathrooms
6 Guests
2400 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $263
/Night
7 Nights - $1,843
See More Pet-Friendly Vacation Rentals in Jamaica Plain on PetFriendly.io
Large Vacation Homes & Villas in Jamaica Plain
Over 15+
Large Vacation Homes & Villas in or Near Jamaica Plain
New
Condo
4 Bedrooms
2 Bathrooms
11 Guests
2000 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $467
/Night
7 Nights - $3,269
House
8.3
(
49 Reviews
)
6 Bedrooms
6 Bathrooms
12 Guests
-
Parking
-
View
-
Air Conditioner
-
Internet
US $142
/Night
7 Nights - $994
Apartment
10.0
(
16 Reviews
)
4 Bedrooms
2 Bathrooms
11 Guests
-
Child Friendly
US $479
/Night
7 Nights - $3,356
Apartment
9.8
(
26 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $353
/Night
7 Nights - $2,469
Apartment
9.8
(
11 Reviews
)
4 Bedrooms
2 Bathrooms
11 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $464
/Night
7 Nights - $3,246
Condo
9.4
(
3 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
1100 ft²
-
Breakfast
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $302
/Night
7 Nights - $2,111
Condo
9.0
(
8 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
1100 ft²
-
Breakfast
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $306
/Night
7 Nights - $2,140
Apartment
7.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $631
/Night
7 Nights - $4,418
See More Family Vacation Rentals in Jamaica Plain on FVR
Wheelchair Accessible Vacation Homes in Jamaica Plain
Over 2+
Wheelchair Accessible Vacation Homes in or Near Jamaica Plain
Condo
4 Bedrooms
2 Bathrooms
12 Guests
1100 ft²
-
Breakfast
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $313
/Night
7 Nights - $2,194
House
4.8
(
16 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
2200 ft²
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Wheelchair Accessible
US $496
/Night
7 Nights - $3,472
Jamaica Plain Vacation Rentals and Airbnb Places to Stay Under $200
Over 9+
Jamaica Plain Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $175
/Night
7 Nights - $1,225
Apartment
7.6
(
17 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Security/Safety
US $156
/Night
7 Nights - $1,092
House
2.6
(
116 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Spa -
Kitchen
US $80
/Night
7 Nights - $560
Apartment
3 Bedrooms
2 Bathrooms
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $149
/Night
7 Nights - $1,046
House
2 Bedrooms
1 Bathroom
4 Guests
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Child Friendly
US $90
/Night
7 Nights - $630
Apartment
6.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $137
/Night
7 Nights - $958
House
1 Bedroom
2 Bathrooms
4 Guests
1040 ft²
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
US $197
/Night
7 Nights - $1,380
House
3 Bedrooms
2 Bathrooms
4 Guests
-
Breakfast
-
Parking
-
Spa
-
Balcony/Terrace
US $131
/Night
7 Nights - $917
See More Jamaica Plain Vacation Rental Deals
Instantly Bookable Vacation Homes in Jamaica Plain
Over 15+
Instantly Bookable Vacation Homes in or Near Jamaica Plain
Condo
9.8
(
19 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $460
/Night
7 Nights - $3,218
Condo
9.6
(
20 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $403
/Night
7 Nights - $2,824
Condo
9.4
(
12 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $405
/Night
7 Nights - $2,836
New
House
3 Bedrooms
1 Bathroom
4 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $225
/Night
7 Nights - $1,574
Apartment
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $597
/Night
7 Nights - $4,178
House
9.6
(
4 Reviews
)
4 Bedrooms
1 Bathroom
7 Guests
1400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $455
/Night
7 Nights - $3,186
Apartment
8.8
(
39 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $428
/Night
7 Nights - $2,996
Condo
3 Bedrooms
2 Bathrooms
8 Guests
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Laundry
US $977
/Night
7 Nights - $6,839
About Jamaica Plain Vacation Rentals
With more than 79 Jamaica Plain 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 Jamaica Plain.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Jamaica Plain, 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 Jamaica Plain. Places to stay near Jamaica Plain are 545.07 ft² on average, with prices averaging US $456 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Jamaica Plain with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Use these Quick Filters to Find a Vacation Rental in Jamaica Plain
★ 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 Jamaica Plain.
Weather in Jamaica Plain
View the weather forecast for Jamaica Plain before booking your Jamaica Plain 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
Other Places to Stay Near Jamaica Plain, MA
Jamaica Plain Vacation Rental Frequently Asked Questions
Which vacation homes in Jamaica Plain are best for families?
If you are looking for a family-friendly vacation home in Jamaica Plain, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jamaica Plain:
How many vacation rentals are available in Jamaica Plain?
Currently, the total number of properties listed in 2026 is over 79 in the Jamaica Plain area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Jamaica Plain.
