75+ Private Villas and Holiday Rentals in Jamaica Plain |
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Jamaica Plain Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Jamaica Plain

Discover more than 75 vacation rentals available in Jamaica Plain. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Jamaica Plain.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Jamaica Plain, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Jamaica Plain. On average, places to stay near Jamaica Plain offer 522.13 ft², with nightly prices averaging US $392.

With Casai, finding and comparing holiday rentals in Jamaica Plain is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Jamaica Plain

Type Count
Holiday Apartments 37
Vacation Homes 23

Use these Quick Filters to Find a Holiday Rental in Jamaica Plain

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Jamaica Plain.

Weather in Jamaica Plain, MA

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 in Jamaica Plain, MA


Hyde Square 2,599 Properties
Egleston Square 2,141 Properties
Samuel Adams Brewery 2,085 Properties
Beth Israel Deaconess HealthCare-Jamaica Plain 1,828 Properties
Axiom 1,725 Properties
Jamaica Hills - Pond 1,246 Properties
Faulkner Hospital 763 Properties
Arnold Arboretum 587 Properties

Frequently Asked Questions About Jamaica Plain?

What are the top holiday rentals in Jamaica Plain?

With numerous options available in Jamaica Plain, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Jamaica Plain:

Which holiday homes in Jamaica Plain are best for families?

If you're searching for a family-friendly holiday home in Jamaica Plain, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Jamaica Plain:

How many Casai.nz holiday rentals are available in Jamaica Plain?

As of 2025, Casai boasts over 75 properties listed in the Jamaica Plain area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Jamaica Plain.

Nearby Neighborhood (7) 
Neighborhood Property Count
Highland Park Vacation Rentals in Boston, Massachusetts 25
Jamaica Hills - Pond Vacation Rentals in Boston, Massachusetts 1246
Hyde Square Vacation Rentals in Boston, Massachusetts 2599
Egleston Square Vacation Rentals in Boston, Massachusetts 2141
Mission Hill Vacation Rentals in Boston, Massachusetts 3216
Forest Hills - Woodbourne Vacation Rentals in Boston, Massachusetts 624
Brook Farm Vacation Rentals in Boston, Massachusetts 176

People Also Ask

There are 75 Jamaica Plain, MA Holiday Rentals

Recently Booked Holiday Rentals in Jamaica Plain