Olmsted Park, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Olmsted Park, Massachusetts on RentalSaver.com!

Olmsted Park Rentals

From $368 per night (USD)
VRBO
Boston Children’s, Beth Israel, Dana F, Brigham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy and bright furnished one bedroom is located in Brookline, is a walking distance from Longwood Medical Area, wh ...
From $368 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Skylit Suite in Musical home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Lofty top floor with skylights. This guest suite has a queen bed, bathroom with shower and skylight, and its own entranc ...
From $343 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Leafy & Tranquil, Artist House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Call it home! Enjoy this spacious two-bedroom apartment on a tranquil side street of Jamaica Plain. Apartment is furnish ...
From $392 per night (USD)
VRBO
From $445 per night (USD)
Expedia
JP, Central Location, 3, Bedrooms, Stay NOW!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Jamaica Plain (JP) is the perfect spot to come enjoy and relax. Our funky and charming neighborhood has the com ...
From $445 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Newly furnished 1 bed, 1 bath. Views of the whole city!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Luxury building in the heart of Mission Hill. Close to Longwood Medical, walk to Fenway, steps from Green line. Access ...
From $168 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Great 1 bed close to Longwd Med, Fenway, parkng
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A fantastic neighborhood with restaurants, a picturesque pond, cozy coffee shops, and convenient grocery stores just ste ...
From $262 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Boston vacation,Longwood Medical,mins to MBTA,pkg
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious garden level one bedroom, 5 minute walk to Green line, easy access to Longwood Medical, Jamaica Pond and Bosto ...
From $259 per night (USD)
VRBO
From $643 per night (USD)
Expedia
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT, STREET PARKING
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT! -4 BEDROOMS (SLEEPS UP TO 8) -2 FULL BATHROOMS -LARGE RENOV ...
From $643 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Huge 2 bed, 2 bath new apartment with private terrace!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Huge, open living concept with two bedrooms with king beds and two full bathrooms. Private terrace, gym, parking availa ...
From $195 per night (USD)
VRBO
From $299 per night (USD)
VRBO
0.5mile to Boston Children’s, Brigham, Dana F, BI
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy and bright, furnished high first-floor one bedroom features hardwood floors, ladder desk, a pillow top full-si ...
From $299 per night (USD)
VRBO
From $458 per night (USD)
VRBO
*Fort Hill Inn *Sunny* Penthouse Duplex!! L@@K 3 bed, 2 bath, 1.5 miles Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come and Get It! Uber Cool, Sunny, Open, 3 Bedroom 2 full bath Duplex Apartment! Accommodates up to 6. Located just ...
From $458 per night (USD)
VRBO
From $352 per night (USD)
VRBO
½ mile to Longwood Medical, Renovated, Pub Trans
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Renovated top-floor, sunny one-bedroom apartment, steps from Longwood Medical, public transport, and shops. 10 mins to t ...
From $352 per night (USD)
VRBO
From $171 per night (USD)
VRBO
CDCcleaning, Modern, Private, 1 Bdrm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In addition, to our routine cleaning and disinfection procedures (5 star reviewed), cleanings will now include cleaning ...
From $171 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Charming Tree Top Victorian - Two Bedroom Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your cozy home-away-from-home in the vibrant neighborhood of Jamaica Plain, Boston! This charming 2-bedroom a ...
From $390 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Stylish Longwood studio, parking, elevator, w/d, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Boston, with this studio apartment in Mission Hill. It’ll be easy to simply show up and start livin ...
From $178 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Your cozy home away from home, close to subway and downtown Boston
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover this adorable 1-bedroom gem in one of the most vibrant neighborhoods of Boston. This spacious condo features a ...
From $236 per night (USD)
Expedia
Click For Pricing
VRBO
Boston's Beautiful 2 bedroom in historical Highland Park/Fort Hill neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in the beautiful Highland Park/Fort Hill neighborhood of Boston. Make yourself at home in this fabulous 2-bedroo ...
Click For Pricing
VRBO
From $391 per night (USD)
Expedia
Charming 3-bedroom apartment with AC, WiFi in wonderful Brookline
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to a welcoming 3-bedroom apartment in Brookline. Unwind in the soothing ambiance of 2 queen beds and 1 full bed. ...
From $391 per night (USD)
Expedia
From $372 per night (USD)
VRBO
3-bedroom apartment in charming Brookline with AC Floor 1
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming apartment in Brookline is the perfect home base for your trip. With 3 cozy bedrooms including 2 queen beds ...
From $372 per night (USD)
VRBO
From $229 per night (USD)
VRBO
2BR Apt in Boston close to Hospitals, Fenway Park, Bus, T, Restaurants and WF
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to this charming apartment in Boston. This tastefully decorated property features 2 bedrooms. There is an offic ...
From $229 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Beautifully renovated apartment in the trees
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This sun filled, spacious apartment is located very close to public transportation, both the T (metro) and bus to Boston ...
From $460 per night (USD)
VRBO
From $915 per night (USD)
VRBO
Luxury apartment Boston ma
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our modern 2 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $915 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Modern townhome,Boston vacation,2 bath,pkg,deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
A very unique space in the heart of Brookline Village, offering over 2,000 sqft of living space. Located on the second f ...
From $418 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Beautiful 2 bed APT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our modern 2 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $602 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Spacious 1Bed close to Longwood Medical, Boston
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This spacious one bedroom top floor Stars of Boston apartment is just 5 minute walk to the Green Line, easy access to Lo ...
From $261 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Brookline Village, Central Air, 2B, Near Longwood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Recently renovated 3rd-floor unit with two bedrooms offering picturesque views of Brookline Village. This home features ...
From $317 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Boston's Jamaica Plain 2 bdrm w/ central air, parking, laundry, BBQ, & WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A 2 bedroom apartment with all the amenities you need, including central air conditioning and heating, gated parking, la ...
From $319 per night (USD)
VRBO
From $771 per night (USD)
VRBO
AMAZING High Ceiling 3 BED / 2 BATH Water view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our modern 3 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $771 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Renovated 2Bed, 0.5 mile to Longwood Med Hospitals
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated, sunny, fully furnished 2-bed walking distance to Longwood Medical Center: Children’s Hospital, Dana Far ...
From $310 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Renovated 2B, In-unit Laundry, Longwood, 1st Flr
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sprawling renovated two-bedroom Stars of Boston condo found steps to town centers and public transportation. High first ...
From $202 per night (USD)
VRBO
From $808 per night (USD)
VRBO
Rare Find in Boston's Hippest Neighborhood
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This is truly a special place for your Boston visit You have the opportunity to stay in a wonderful 19th century house ...
From $808 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Modern apartment in Jamaica Plain pondside, near Longwood Hospitals
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This one bedroom modern apartment with fully equipped kitchen is located in a calm, safe neighborhood next door to excel ...
From $345 per night (USD)
Expedia
Click For Pricing
VRBO
Elegant Jamaica Plain 3BR w/ W/D, nr Olmstead Park, by Blueground
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Feel at home wherever you choose to live with Blueground. You’ll love this pretty Jamaica Hills furnished three bedroom ...
Click For Pricing
VRBO
From $304 per night (USD)
Expedia
Charming Brookline 1BR w/ Gym, next to Brookline Village T, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Central Village furnished one b ...
From $304 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Premium Brookline 1BR w/ Gym, nr Brookline Village T, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Brookline with this spacious one bedroom Blueground apartment. You’ll love comi ...
From $231 per night (USD)
VRBO
$Sparkling Renovated 3 Bed 2 Bathroom\n\nIn Heart of Historic Brookline Village \n\n$
From $234 per night (USD)
Expedia
Sparkling Renovated 3 Bed 2 Bathroom\n\nIn Heart of Historic Brookline Village \n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
Located in Brookline Village, this charming apartment with 3 bedrooms (2 queen beds, 1 full bed) and 2 bathrooms . The t ...
From $234 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Peaceful 3BR w/ Porches, Wi-Fi, Near Hospitals
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Peaceful 3BR second-floor unit in Brookline with front and back porches. Walk to hospitals, the Green Line, cafés, and m ...
From $266 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Brookline 3BR | Wi-Fi, Grill, Parking, Near T
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Peaceful 3BR retreat near 33 Oakland Rd in Brookline. Walk to the Green Line, top hospitals (Beth Israel, Brigham, Dana- ...
From $279 per night (USD)
Expedia
From $1152 per night (USD)
VRBO
Brookline Carriage House - Longwood - Fresh Eggs & Historic Charm!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your charming retreat in Brookline! Experience this unique antique carriage house's perfect blend of histori ...
From $1152 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Luxury 3brm/1bath Duplex in JP
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This thoughtfully furnished and well designed three bedroom duplex apartment is centrally located in the Jamaica Plain n ...
From $450 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Home away from Home! Brookline 1BR nr Boston & T station
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $250 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Historic Brookline 2BR w/ Easy Boston Access, nr T Station & Fenway
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $302 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Stay near Everything! Pristine 2BR w. Dog Park, Gym & Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $302 per night (USD)
VRBO
From $250 per night (USD)
Expedia
nr Boston 1BR Getaway in Brookline Village | Covered Parking & Equipped Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover The Village at Brookline, your ideal destination for modern, comfortable living in a prime location. Our renova ...
From $250 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Striking Longwood studio, parking, elevator, w/d, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Show up and start living from day one in Boston with this sophisticated studio Blueground apartment. You’ll love coming ...
From $150 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Blueground | Longwood 2bd apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Boston, with this one bedroom apartment in Mission Hill. It’ll be easy to simply show up and start ...
From $163 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Charming room in a 2-bedroom townhome with AC, WiFi in fantastic central Boston
Bedrooms:
1
Bathrooms:
2
Sleeps:
1
Welcome to this charming townhome in Boston. This terrific rental features 2 bedrooms, including a cozy queen bed for a ...
From $171 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Spacious family 5-bedroom with yard and workspaces in historic Brookline
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Experience the Best of Brookline in Our Historic Home Welcome to our beloved home, where charm meets modern comfort! We ...
From $535 per night (USD)
Expedia
From $631 per night (USD)
VRBO
Jamaica Plain - 4BR2BA Urban Retreat/ Near T
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to your cozy and comfortable retreat in vibrant Jamaica Plain! This spacious home offers the perfect blend of re ...
From $631 per night (USD)
VRBO
From $597 per night (USD)
Expedia
The Haven - 3BR2BA Central & Cozy Retreat/ Near T
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our beautiful 3BR-2BA home nestled in the heart of Jamaica Plain, affectionately known as "JP". As one of Bos ...
From $597 per night (USD)
Expedia
From $804 per night (USD)
VRBO
Fabulous 2br 2ba unit lake view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take it easy at this unique and tranquil getaway. Take it easy at this unique and tranquil getaway. Take it easy at this ...
From $804 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Welcome to this sun-filled two-bedroom condo with in-unit laundry by Stars of Boston
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to this sun-filled two-bedroom condo with in-unit laundry by Stars of Boston. Located on a tree-lined street, wa ...
From $424 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Please note: May 10-12, 2025 only the upstairs apartment is available. Max 4 guests those dates. Base rate is for two g ...
From $339 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Beautiful and cozy apartment in the center of Boston.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
2 Train stations, a lot of restaurants and pubs, quiet area and comfortable space. You have your private entrance and p ...
From $141 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Newly furnished 1 bed, steps to Boston's restaurants, museums, hospitals, Fenway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Luxury building in the heart of Mission Hill. Walk to Longwood Medical, Fenway Park, Boston's spectacular restauarants ...
From $166 per night (USD)
VRBO
From $916 per night (USD)
VRBO
Modern 2 Bedroom Apartment in the Heart of Jamaica Plain, Boston
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our modern 2 bedroom 2 bathroom apartment in Jamaica Plain, Boston, just a short distance away from the city' ...
From $916 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Sleek Brookline 1BR w/ Gym nr Brookline Village T, by Blueground
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the best of Brookline, with this one bedroom apartment in Central Village. It’ll be easy to simply show up and ...
From $140 per night (USD)
VRBO
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Expedia
Sunny spacious condo overlooking Brookline Reservoir-- 15 minute walk to US Open
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Sunny spacious condo right on Brookline Reservoir. Stunning water views from nearly every room. Modern open living/dinin ...
Click For Pricing
Expedia
$Lovely two bedroom Apartment on a two floor unit.\n$
From $172 per night (USD)
VRBO
Lovely two bedroom Apartment on a two floor unit.\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful brand new apartment in a quiet neighborhood with plenty of space for comfortable living. big full quipped kit ...
From $172 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Sun-filled 1 bed, 1 bath in Brookline Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this sun-filled, spacious one-bedroom by Stars of Boston, right in the heart of Brookline Village. Step outsi ...
From $249 per night (USD)
VRBO
From $638 per night (USD)
VRBO
88 Boylston Street · Skyrise Two Stories - Centrally Located
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Our heated blankets are back! Nestled in the heart of Brookline, enjoy the perfect blend of city excitement and suburb ...
From $638 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Cozy 1Bed, 1Bath in Brookline, MBTA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience this sun-filled, second-floor bijou one-bedroom located in the heart of Brookline Village with Stars of Bosto ...
From $208 per night (USD)
VRBO
Click For Pricing
VRBO
Entire Sweet Home House at prime location
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Stunning sweet home, thoughtfully designed, equipped with best-in-class appliances, located in a beautiful quiet and saf ...
Click For Pricing
VRBO
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Expedia
Charming 2-bedroom condo with WiFi, AC in pleasant Brookline
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our two bedroom apartment is well equipped and cozy to offer you everything you need for a comfortable home base while v ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Charming Room in a house with aminities in lovely Boston
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make yourself at home in this brilliant 1-bedroom Boston retreat. This adorable house features a cozy queen bed, a bathr ...
Click For Pricing
VRBO
From $595 per night (USD)
Expedia
Stylish & Cozy Boston Retreat Near Train Station, Parks & Cafés
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to a cozy urban oasis in the heart of Jamaica Plain! This beautifully designed home offers the perfect blend of ...
From $595 per night (USD)
Expedia
From $1006 per night (USD)
VRBO
Charming 2-bedroom apartment in amazing Boston Hospitals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this brilliant 2-bedroom gem in Boston. This lovely apartment features a cozy living room with 2 sofa beds, per ...
From $1006 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Charming 1-bedroom apartment in amazing Brookline with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This amazing apartment in Brookline is the perfect cozy retreat for guests. With 1 bedroom featuring a full bed, heating ...
From $251 per night (USD)
Expedia
Click For Pricing
VRBO
Brookline 1BR | AC, Wi-Fi, Walk to T and Parks
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming 1BR atop a historic Brookline home with king, full, and futon beds. Features Wi-Fi, cable TV, AC, private bath, ...
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VRBO
From $169 per night (USD)
Expedia
New building, fully equipped apt, steps to all Boston has to offer!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Luxury building in the heart of Mission Hill. Walk to Longwood Medical, Fenway Park, Boston's spectacular restauarants a ...
From $169 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy 1BR Private Unit w/ Patio and Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Private 1BR unit set off the road with a peaceful outdoor patio. Features a comfortable bed, full kitchen with stainless ...
Click For Pricing
VRBO
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Expedia
Global Luxury Suites Brookline Village
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
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Expedia
From $193 per night (USD)
VRBO
Brookline Village, Public Transport, Longwood Med
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience this sun-filled spacious one bedroom found on the second floor of a Victorian home with Stars of Boston. Fre ...
From $193 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Steps to Longwood Medical,MBTA,Boston,shopping,pkg
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience this sunny, second-floor, cozy, and comfortable unit with Stars of Boston! Just steps to Longwood Medical Are ...
From $270 per night (USD)
VRBO

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Results: 74 Rentals