Home Vacation Home Rentals By Owner In Boston, MA

Showing 111 Of 111 Vacation Rentals
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Exceptional(3)

$2389.81

/ Nightly
Private Vacation Home

Boston Luxury Suits Cottage for up to 24 guests!!!

Boston, Massachusetts, United States

Exquisite Boston triple-decker 4200 SF house! This is a historic luxury building newly renovated and fully furnished! Each floor boasts its own 2 bedroom apartment! The house has 6 bedrooms, 3 living rooms, 3 dining rooms, 3 full and 3 half bathrooms, a little backyard, 2 oversized porches, 3 laundry rooms, 3 kitchens, etc! All within the arm-reach from the downtown Boston, less then 2 mins walk to the red line train station with only 3 stops to central Boston! Several cafes, restaurants, bars/Irish pubs
Bed 6

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Bath 4

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Sleep 24

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$620.73

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Private Vacation Home

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Boston, Massachusetts, United States

Large enough to accommodate an extended family, this beautiful 4 bedroom, newly renovated in 2017, townhouse is right in the heart of Southie. This is a 3rd floor unit that has 2 levels. The unit has surround sound stereo, free WiFi and cable. brbr1st Floor has open concept living area, beautiful bright kitchen, living area with tv and queen sleeper sofa, video monitor for front door and printer/scanner/fax machine. 2 bedrooms, both with balconies overlooking Sweeney playground (park featured in the Movie Good Will Hunting!), and 1.5 bath. brbr2nd floor has a full bath with large walk in shower, master bedroom with Queen bed and a Large Master closet. **Note: sofa in pic is no longer in master bedroom**. The second bedroom, which is a loft style room, has a Queen bed, views of the city and a TV. brbrSteps away from public transportation and Broadway. Walking distance to Seaport District and Downtown Boston. A car is not needed as there is plenty of public transportation and everything is so close. If you do have a car, we offer free parking for 1 vehicle. Centrally located, Broadway T station (red line) 0.5 miles away, Seaport district 1.0 miles, Carson beach 0.7 miles, Fenway park 3.4 miles, Faneuil hall 2.1 miles, Logan Int Airport 3.8 miles.
Bed 4

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Bath 2

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Sleep 8

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Exceptional(14)

$636.15

/ Nightly
Private Vacation Home

Family & Group Haven near Downtown Retreat

Boston, Massachusetts, United States

Space for everyone: 5 roomy bedrooms, 2 baths, open living area for movie nights.brbrKid-ready: crib, games, books & safety gear keep the family smiling.brbrWork & stream fast: high-speed Wi-Fi and dedicated workspace.brbrCook & dine together: full kitchen, coffee bar, large dining table, backyard patio for al-fresco meals.brbrFree street parking, washer/dryer, pet-friendly.brbrbrDearly called #TheBackDorchbrbrLiving room:brbrAn open space concept, furnished with a beautiful moss green sectional spiced up with burnt orange and contrasted with sandy white throw pillows, the living room seats 16 people comfortably. brbr65` Roku HDTV loaded up with Netflix, Hulu, and Amazon Prime VideosbrbrAn asymmetrical coffee table and two burnt orange round seat.brbrThe living room, kitchen, bathroom 1 and bedroom 1, 2, and 3, and the deck are on the same floor.brbrKitchen:brbrKitchen is layered with beautiful black granite counter and updated appliances.brbr- Ground coffee maker & Keurig combo, br- Stainless steel ice-maker double-door refrigeratorbr- Gas stovebr- Air fryerbr- Toaster oven br- Dishwasherbr- Garbage compactorbrbrBathroom 1:brbr- Washerbr- DryerbrbrBedroom 1: Black and yellow. 1 queen gel memory foam bed and pillows and 2 nightstands. Closet space and mirror doors.brbrBedroom 2: Burnt orange & black. 1 queen gel memory foam bed and pillows and 2 night stands. Closet spacebrbrBedroom 3: Green and white. 1 queen gel memory foam bed and pillows and 2 nightstands. Closet spacebrbrDeck: outdoor furnitures and glass coffee tablebrbrUpstairsbrbrDedicated WorkspacebrbrBedroom 4: White and a tinge of green. Two twin over full bed bunk beds.brbrMaster Bedroom: King bed, 2 night stands. 55` Roku HDTV loaded up with Netflix, Hulu, and Amazon Prime Videos. TV stand. Closet and closet door mirrorbrbrGuests have access to the entire space, including the deck and outdoor furniture.brbrFlexiblebrAdaptablebrbrThe property is in a lively neighborhood of Dorchester. Very family oriented and outdoorsy. Lots of schools nearby such as Boston Latin Academy. Part of the charm of the place is the diversity. Right next door is an apartment complex with budding students, clacking away on their laptops. Every multi family building seems to have a backyard and ample parking space.brbrYou`ll often see students walk on the street. It`s right off Columbia Road one of the Main Streets of Dorchester, a prime location for food, public transportation, and diversity. brbrDorchester has had a very rich history. What`s different about Dorchester in the Boston Area is the plethora of African appeal and civil rights background. Less than 5 mins walk, visit Elegance African Fashions for some true traditional African couture and patterns.brbrA 15 minute walk to Blue Hill Ave lands you in the smack middle of the Malcom X, MLK history.brbrOr pivot to The Grove Hall Public Library and check out some books you`ve been itching to read.brbrOr better yet, pick one of the plethora of food places around the Dorchester area within 10-15 minute walk. brbrTwo favorite African food spot are little out of the way in the Dorchester/Mattapan area. They`re called Safari African Restaurant and Pelloma Nigerian Cuisine. Try the famous Egusi soup at Pelloma or the Jollof rice at Safari.brbrBring your own mode of transportation and enjoy free on- and off-street parking for 3 cars.brbrPublic transportation is a 3 min walk. Take bus 16 for a 9 min commute to Forest Hills. brbrYou can get to all of Boston from Forest Hills whether you take the orange line or other buses.brbrThe standard posted rate varies and may include 4-7 guests. Additional guests may be an additional charge calculated at booking. Be advised that post reservation changes may have additional charges not in the original booking such as pet fees and guest fees.brbrNo parties at any time. Violation will incur a $500 fee.brEvents are allowed but needs prior authorization!brEvents are allowed but must be pre-approved. There will be additional fees**brbrNo smoking inside the property at any time. Smoking fine is $750.brbrSmoking is allowed on the balcony outside.brbrNo parties at any time. Party fine is $500 fee.
Bed 5

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Bath 2

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Sleep 14

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$1794.31

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Private Vacation Home

8BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train

Boston, Massachusetts, United States

Spacious 8BR/4BA Boston stay made up of 2 full units, each with its own living room and fully equipped kitchen. Steps from the train with an easy ride to downtown, Fenway, Seaport, Boston Convention Center, colleges, hospitals, and attractions. Great for large families, work trips, graduations, and groups. Driveway parking plus free street parking nearby. Layout includes 2 living rooms, 2 kitchens, 8 bedrooms, 4 baths, WiFi, and a convenient Boston home base.brbrUnit 2brRoom 1 : One queen bed brRoom 2: One Queen bed brRoom 3: King size brRoom 4: Two double beds brSofa bed queen size brbrUnit 3 brRoom 1 : One queen bed brRoom 2: One Queen bed brRoom 3: King size brRoom 4: Two double beds brSofa bed queen size
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Bath 4

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Sleep 24

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Exceptional(29)

$2016.67

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Private Vacation Home

Luxurious & Spacious Townhome

Boston, Massachusetts, United States

Luxurious and Spacious Townhome. Walking to Back Bay, The Common, & morebrbrThis immaculate and spacious 4 bedroom 3.5 bath townhome is luxurious and has everything you`ll need to enjoy your stay in Boston. With high end appliances and designer furnishings you`ll never want to stay anywhere else when you visit Boston.brbrJust blocks from the Back Bay, the South End, and the Theatre district you`ll discover an array of charming shops, restaurants, and beautiful city scenery just outside your door.brBOOKING RULES br br1. Check-in time is 4pm.br2. Checkout time is 10 ambr3. Smoking is NOT allowed on the property. br4. Firearms are not allowed on the property at any time. br5. People other than those in the Guest party may not stay overnight in the property. Any other person on the property is the sole responsibility of Guest and Guest must notify Homeowner prior to access. br6. Homeowner is not responsible, and all Guests agree to fully indemnify Homeowner for any damage, accidents, injuries or illness that may occur while occupying premises. Homeowner is not responsible for the loss of personal belongings or valuables of the guest. By accepting this reservation, it is agreed that all guests are expressly assuming the risk of any harm or damage arising from their use of the premises or others whom they invite to use the premise.brbr7. Guest agrees to maintain the premises, all furnishings, housewares, and appliances in good working order, and upon departure leave the premises, furnishings, housewares, and appliances in the same condition as delivered upon occupancy.br8. A Refundable Security Deposit or Security Deposit Insurance must be purchased prior to arrival. br9. Guests shall only use appliances for their intended uses. br10. Guests agree to keep all interior and exterior furnishings in the same physical location as they were upon check in. br11. No additional furniture will be brought onto the property, without Homeowners prior consent.br12. Pets are NOT allowed. br13. Events: No events or parties are allowed at the property.br14. Housekeeping: There is no daily housekeeping service. For an additional fee, Homeowner can arrange cleaning services on behalf of Guests.br15. Interior Fireplaces: The fireplaces are vented propane gas fireplaces. Caution should be used and fireplaces should be turned off when not in use, or when Guest is not present in the room. br16. Doors and Windows: Please keep all doors and windows closed when not in use. br17. In the event of inclement weather, Guests agree to secure all windows and doors in locking position to prevent damage from wind, rain, hail, or snow and assume full responsibility for any loss that may occur due to negligence in this regard. br18. This property is located in a residential area on a quiet street. No amplified music is allowed and quiet time should be observed between 9pm - 8am.
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Exceptional(4)

$365.02

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Private Vacation Home

Stylish Boston Getaway Near Arboretum & T Station!

Boston, Massachusetts, United States

Discover the very best of Boston from the comfort & convenience of this upgraded private retreat! Perfectly situated in Roslindale, step outside to explore local shops, cafes & restaurants or take a stroll while experiencing the natural beauty of Arnold Arboretum. Downtown is just a quick ride away on the MBTA orange line & commuter rail. Visit Franklin Park Zoo, North End, Fenway Park, Freedom Trail & more! The perfect place for family & friends, you will love this private getaway in Boston!brbrThe spacebrWelcome to your charming Boston retreat—an inviting, recently upgraded three-bedroom in a classic historic home just minutes from downtown. This spacious getaway comfortably sleeps up to six guests and offers excellent value compared to smaller homes in the area. Whether you're visiting with family, friends, or colleagues, you’ll enjoy both comfort and convenience.brbrInside, you’ll find a modern yet comfortable setting, with updated furnishings and plenty of natural light. Two bedrooms feature plush queen beds, while the third offers two twin beds—ideal for kids or additional guests. The stylish living room provides ample seating and a 42 Smart HDTV, perfect for relaxing after exploring the city.brbrCook with ease in the fully equipped kitchen, complete with stove, microwave, fridge, coffee maker, and more. Enjoy fast Wi-Fi, keyless entry, and free street parking.brbrLocated near the MBTA and commuter rail, you’ll have easy access to downtown Boston without the hassle of traffic. Nearby attractions include the Arnold Arboretum, Franklin Park Zoo, Fenway Park, North End, and the Freedom Trail—just a short ride away. Whether you're here for sightseeing, events, or a relaxing staycation, this Boston gem is the perfect home base.brbrGuest accessbrGuests have full access and complete privacy inside the home. Instructions for access, check-in, check-out, and directions to the home are provided in the house manual on Vrbo. When checking out, please be sure all windows and doors are locked prior to your departure.brbrOther things to notebrPlease note there is a separate unit in the building and the other unit may be occupied by a guest or tenant, please be courteous and do not disturb other guests by observing quiet hours between 10 p.m. and 7 a.m. If you have any questions about the property, or if you need any additional information regarding calendar availability, directions, parking, access, or check-in/check-out procedures please contact us directly using the message center on Vrbo.brbrRegistration DetailsbrSTR-593018
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Sleep 4

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Exceptional(104)

$850.18

/ Nightly
Private Vacation Home

City's Hippest Neighborhood.

Boston, Massachusetts, United States

This is truly a special place for your Boston visit br The HousebrIf you are unfamiliar with Boston, a real home with a garden in the city proper is quite rare. You will find that living in this unique space allows you and your companions to truly relax and enjoy each other's company. It has all the charm you would want including eclectic art, comfortable bedrooms, a fully stocked open floor plan kitchen and a wonderful deck and garden. brbrThe BedroomsbrThere are a total of 4 bedrooms, Three are on the second floor and share a bath. They have excellent queen beds with lovely cotton sheets and plenty of pillows. The Master bedroom with a king bed and bath is on the third floor. It's like being in a tree house because you have huge windows. Don't worry, there are blackout shades for a great sleeping experience. If you bring more folks, there is a single Ikea bed as well as two air mattresses if you need them. brbrThe Kitchen and GardenbrThe kitchen is stocked with everything you'll need. Coffee and tea and perhaps a bottle of something fun will be waiting for your arrival. The deck off the kitchen leads down to your exclusive patio with a grill. If you have kids, the garden is a great place to play while the adults are having drinks on the deck. The place is so quiet that you can hear crickets in the summer. It's sublime. brbrWhy Stay in Jamaica Plain brBoston has several distinct neighborhoods - each with its own flavor. JP is considered the hippest neighborhood in the City, with great restaurants, pubs, bakeries, parks and a subway line that takes you to the major sights in 15 minutes. Don't forget Fenway Park! It's a quick Uber ride away. brbrThe FoodbrIf you're a foodie, you're in the right place. You are only a 7 minute walk to the neighborhood center where you can pretty much get any cuisine that you want - Thai, Mexican, Cuban, Vietnamese, felafel, ramen, breakfast, pub burgers and old time meatloaf- you name it, JP's got it - even Scottish haggis. Third Cliff bakery is a new addition to the neighborhood. Get there early on the weekend and don't let the line intimidate you. It moves quickly. So many choices- go out for a bite to eat or grill dinner or bring back Thai takeout. brbrThe Great OudoorsbrOften called The Eden of America, JP has the largest percentage of greenspace per capita of any large city in the country. Take a walk from the house to Jamaica Pond or the Arnold Arboretum. Or go the other direction and run around the second oldest public golf course in the US at Franklin Park. It's also home to the Zoo. br
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$919.6

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Private Vacation Home

Single room, access to all household amenities, steps from commuter rail

Boston, Massachusetts, United States

Owner occupied, renovated 200 year old Victorian on a quiet street in the neighborhood of Hyde Park. Rent this spacious first floor bedroom, queen bed, large soaker tub, rainfall shower head, washer/dryer, heat/ac, deck with grill, full kitchen, formal dining room and living room.
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Private Vacation Home

Charming Room in a house with aminities in lovely Boston

Boston, Massachusetts, United States

Make yourself at home in this brilliant 1-bedroom Boston retreat. This adorable house features a cozy queen bed, a bathroom with a bidet, and all the essentials like WiFi and a hairdryer. Guests can relax in the peaceful atmosphere or explore the vibrant city just outside their door. Enjoy all that Boston has to offer when you stay at our place.
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Sleep 2

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Exceptional(31)

$515.54

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Private Vacation Home

Renovated 2nd-Floor Home

Boston, Massachusetts, United States

brRenovated 2nd-Floor Home | 5 Beds | Roslindale Village | High-Speed Internet | In-Unit Laundrybrbr Spacious Comfort in a Prime Boston LocationbrbrWelcome to this renovated second-floor home in a quiet multifamily building in the heart of Roslindale Village (02131). With 1,500 sq ft of living space, five beds, and a fully equipped kitchen, this home works well for families, professionals, or groups looking for comfort, convenience, and modern amenities during their time in Boston.brbrbrSleeping Arrangements – 4Beds | Sleeps 6 to 8brbr* Bedroom 1: Queen bedbr* Bedroom 2: Full bedbr* Bedroom 3: Queen bedbr* Sunroom: Full bed (sleeps 2)brbrThe home comfortably accommodates six guests. Up to eight guests may stay for an additional fee.brbr Fully Equipped Kitchenbrbr* Full-size refrigerator, stove, oven, microwave, dishwasherbr* Utensils, cookware, silverware, and dinnerwarebr* Coffee maker (uses ground coffee, no filters needed), electric kettle, toasterbr* Pantry basics: salt, pepper, coffee, condiments, spicesbrbrbrbrEntertainment and Work-Friendly Amenitiesbrbr* Two Smart TVs with Netflix, Hulu, Prime Video, and Disney+br* High-speed internet suitable for streaming or remote workbr* Dedicated workstation with desk, lighting, and reading materialbrbrbrbrHome Comfort and Essentialsbrbr* Central heating and air conditioningbr* In-unit washer and dryer (free to use)br* Iron, ironing board, clothes steamer, and hairdryerbr* Fresh towels, linens, and complimentary body wash, shampoo, and conditionerbr* Provided supplies: toilet paper, paper towels, hand soap, trash bags, dishwasher pods, kitchen towelsbrbrbrbrFamily-Friendly Featuresbrbr* Toys and children’s booksbr* Booster seatbr* Pack and play with sleeping pad (linens and mattress not included)brbrbr Roslindale Village NeighborhoodbrbrRoslindale is a charming, vibrant Boston neighborhood with a friendly, residential feel.brbr* Walkable access to cafés, bakeries, restaurants, and local shopsbr* Arnold Arboretum (5-minute drive) for walks and picnicsbr* Adams Park and the Roslindale Farmers Marketbr* Two playgrounds within a blockbr* Village Market and CVS within a 10-minute walkbrbrbrbrTransportation and Accessibilitybrbr**Public Transit**brbr* Buses 36, 37, and 51 connect to Forest Hills Station on the Orange Linebrbr**Drive or Uber Times**brbr* 20 minutes: Harvard, Cambridge, North Endbr* 20–25 minutes: MIT, Downtown Boston, Brookline, TD Gardenbr* 40 minutes: Salembrbr**Biking and Walking**brbr* Easy access to the Minuteman Bikeway, ideal for biking and walkingbrbrWhy Stay Herebrbr* Spacious 1,500 sq ft layout with multiple sleeping optionsbr* High-speed internet and Smart TVs for work and entertainmentbr* Fully stocked kitchen and comfortable living spacesbr* Family-friendly amenities in a quiet, walkable neighborhoodbr* Convenient access to public transit and major Boston destinationsbrbrReserve your stay today and enjoy the best of Boston from this well-appointed Roslindale Village home.
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Private Vacation Home

Boston Single House 2BR - Backyard + Walk to BCEC & Seaport

Boston, Massachusetts, United States

Experience the best of Boston from this bright and modern single-family home — a rare find in the city!brbrLocated in the heart of South Boston, you’ll be within walking distance to the vibrant Seaport District and just one quick train stop from Downtown at South Station. This ideal location also puts you just minutes from the South End, North End, Back Bay, and all of Boston’s most iconic neighborhoods. Plus, you’re only a quick 10-minute ride (about 4 miles) from Logan Airport, making travel incredibly convenient.brbrWith restaurants, grocery stores, parks, public beaches, and public transportation all nearby, this private home offers the perfect balance of comfort, convenience, and easy access to everything Boston has to offer.
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Home Most popular vacation rentals in Boston

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$2937.69

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Private vacation home

Rare 10BR Near Downtown Boston Private Parking, Backyard & Walk to Train

Boston, Massachusetts, United States

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Bath 4

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Sleep 30

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$153.14

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Newly furnished 1 bed, 1 bath. Views of the whole city!

Boston, Massachusetts, United States

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$95.47

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Gorgeous condo in Eastie -15 minutes from Downtown

Boston, Massachusetts, United States

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$108.87

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modern house with direct lake access

Ketsch, Baden-Württemberg, Germany

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$119.15

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Les Colchiques - Racines

RACINES, LE PAYS D'OTHE - ARMANCE, France

Bed 3

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Bath 1

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Sleep 6

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$143.12

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Renovated Apt in Tuscan Ancient Farm w Shared Pool

Arezzo, Tuscany, Italy

Bed 3

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Bath 2

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Sleep 6

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$132.08

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Hidden Gem in Boston: Long Term 1 Month + Only

Boston, Massachusetts, United States

Bed 3

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Bath 1

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Sleep 4

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$651.32

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Milk153-3B-2/2 · Cozy 2br in Boston FIDI District

Boston, Massachusetts, United States

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Bath 2

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Sleep 4

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$709.82

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Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!

Boston, Massachusetts, United States

Bed 4

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Bath 2

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Sleep 8

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$707.11

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Luxury at a Discount!! 2br/2ba | 200mbps Internet

Boston, Massachusetts, United States

Bed 2

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Bath 1

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Sleep 4

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Most Popular Cities in Massachusetts