Jamaica Hills - Pond vacation rentals
We found 106 vacation rentals — enter your dates for availability
Discover a selection of 5 homes and other vacation rentals in Jamaica Hills - Pond that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.
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Find the best place to stay - Jamaica Hills - Pond
Showing deals for: Sep 30 - Oct 3
Stylish & Cozy Boston Retreat Near Train Station, Parks & Cafés
Sleeps 8 · 3 bedrooms · 1 bathroom
The current price is $546
$546
Includes all fees
Beautiful and cozy apartment in the center of Boston.
Sleeps 2 · 1 bedroom · 1 bathroom
5.05.0 out of 10
2 reviews(2 reviews)
The current price is $145
$145
Includes all fees
Charming bedroom in Victorian house in cool Brookline with WiFi
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is $121
$121
Includes all fees
Boston vacation,Longwood Medical,mins to MBTA,pkg
Sleeps 4 · 1 bedroom · 1 bathroom
7.87.8 out of 10
Goodgood
6 reviews(6 reviews)
The current price is $315
$315
Includes all fees
Modern 2 Bedroom Apartment in the Heart of Jamaica Plain, Boston
Sleeps 5 · 2 bedrooms · 2 bathrooms
5.05.0 out of 10
2 reviews(2 reviews)
The current price is $1,122
$1,122
Includes all fees
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT, STREET PARKING
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
The current price is $684
$684
Includes all fees
Top rated rentals - Jamaica Hills - Pond
Summer in Boston
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
We came in town for a short stay, a mix of site seeing and appointments at the Children’s Hospital. The location was perfect for both easy access to the train and driving in and out of the city. Enough room for everyone to spread out and be comfortable. The apartment was beautifully decorated, well appointed and the off street parking was an added bonus.
Renee P.
Stayed Jun 2025
Great stay!
1010 out of 10
Exceptionalexceptional
115 reviews(115 reviews)
Lovely stay. The hosts were very helpful while we were sight-seeing in Boston.
Caren L.
Stayed Jun 2025
Great JP rental
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Great location, lots of space, clean and well equipped
Kelly C.
Stayed May 2025
Awesome stay for Fenway
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Awesome. Would book again for sure.
Adam B.
Stayed May 2025
Amazing find in JP!
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
I live in the neighborhood and booked this for my family. Location and access to the subway is great. Rooms were spacious and clean, bathrooms were great and my dad loved the outdoor area. Everything exceeded our expectations and communication was fast. Would definitely stay again!
Erica A.
Stayed May 2025
Excellent stay
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
This was such a great place for our family to spend a few days. The open plan living/dining/kitchen space is comfortable and practical, the bedrooms very comfortable as well.
Susan S.
Stayed Mar 2025
Convenient Residence in Roslindale
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The purpose of our four-night stay in Roslindale was a family get-together with our son and daughter-in-law who live there. This property in a residential area close to the town center served that purpose perfectly.The property was exceptionally clean and neat. The street parking proved adequate and convenient during our stay. We especially appreciated the speedy snow and ice removal, which would otherwise have been difficult for us to deal with and would have delayed our planned activities.
Pierce S.
Stayed Feb 2025
Comfy and spacious
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Great apartment within walking distance of many basic amenities. Close to area hospitals and tourist attractions. The unit is wheelchair accessible from the entrance to the building and within the unit. 3 foot wide doors and smooth floors makes it easy to navigate. Management is very responsive with quick returns on emails and calls. Highly recommend this spot for an extended Boston stay.
Cindy S.
Stayed May 2024
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Find out more about Jamaica Hills - Pond
Frequently asked questions
What is the most popular type of vacation rental accommodation in Jamaica Hills - Pond?
The most sought-after types of vacation rentals in Jamaica Hills - Pond are apartments. Looking for something different? Vrbo offers a variety of options to match the needs of our guests, so you'll see vacation properties in all shapes and sizes. The perfect fit is waiting for you --- snap up yours today.
How much does it cost to rent a vacation rental in Jamaica Hills - Pond?
A range of factors can determine how much you'll pay for a vacation rental in Jamaica Hills - Pond, including the length of stay, season and type of property. However, all Vrbo homes have something in common --- amazing value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Jamaica Hills - Pond?
When you travel and the size and style of the property will help determine the cost of your beachside vacation rental. Click on your Jamaica Hills - Pond travel dates to see your options on Vrbo. Did someone just say "hot tub"? Use the filters to choose the features and amenities you want in your rental.
Are there pet-friendly vacation rentals in Jamaica Hills - Pond?
Pack a squeezy toy and a bone for your beloved pooch because Jamaica Hills - Pond has 12 vacation homes that welcome pets with open arms. Let your furriest pal enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Jamaica Hills - Pond?
Add a new level of fun to your getaway by booking your group into one of the five houses with a private pool in Jamaica Hills - Pond. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your days splish-splashing around in a swimming pool that's just for you.
What are popular rental amenities in Jamaica Hills - Pond?
A fireplace, a firepit and an electric car charging station head the list of most popular rental amenities in Jamaica Hills - Pond. Whether you're traveling on your own, with your sweetheart or a group of family members, Vrbo will help you find a vacation home that matches your tastes with a load of extras you'll love.
Are there large group vacation rentals in Jamaica Hills - Pond?
Take your pick of five Vrbo vacation homes in Jamaica Hills - Pond that can accommodate a group of five or more people. You'll get all the privacy and space you need to relax with the people you're vacationing with --- and nobody else.
Are there vacation rentals in Jamaica Hills - Pond that welcome kids?
Jamaica Hills - Pond has 12 family-friendly vacation rentals to choose from. And securing a stay that welcomes little ones is a breeze with Vrbo's "Properties good for families" filter. On top of having the whole place to yourselves, you'll also get conveniences and perks like living rooms, yards and private pools.
Can I find two-bedroom vacation rentals in Jamaica Hills - Pond?
Jamaica Hills - Pond has six two-bedroom properties to pick from. Book a vacation home with all the space and comfort you want at a price that won't break the bank on Vrbo.
Are there vacation rentals with WiFi in Jamaica Hills - Pond?
Jamaica Hills - Pond has five vacation rentals with WiFi, so you'll be able to stay connected while you're traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to checking emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Jamaica Hills - Pond?
You'll have your pick of 10 vacation rentals with air conditioning in Jamaica Hills - Pond offering that gentle, cool breeze and extra comfort level. Enter your chosen travel dates and then use our filters to help you book properties with air conditioning.
How old do you have to be to rent a vacation rental in Jamaica Hills - Pond?
The minimum age allowed can differ across properties on Vrbo, so look at the rules of the vacation home in Jamaica Hills - Pond you're considering. But typically, it's 16, 18 or 21.
How long can I rent a vacation rental in Jamaica Hills - Pond for?
It really depends on the Jamaica Hills - Pond property. To view all available options offering extended stays, just enter your travel dates and guest number into the Vrbo search page. Enjoy having the entire place to yourself, as well as amenities such as a full kitchen, air conditioning and a yard where the little ones can play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Jamaica Hills - Pond?
Whether you're after one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some amazing deals and discounts on Vrbo. From mini stays to extended getaways, we've got the perfect place for your next Jamaica Hills - Pond escape.