Holiday rentals in Thompson Island

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Top-rated holiday rentals in Thompson Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Private room in Boston
4.84 out of 5 average rating, 890 reviews

Shelly's Swan Room

A cozy room & warm welcome in a restored historic Boston HOME. Shared common space. Hosts live downstairs-- a PERFECT place for a PRE-FLIGHT OVERNITE, a LATE NIGHT ARRIVAL, or a safe BASE to explore ALL Boston offers! NOOO CLEANING FEES ADDED 100 yds. to Subway! 8 mins. to/from Logan Airport, 10 mins. into downtown Boston. A PERFECT SPOT for airport STOP-OVERS $20 charge for EXTRA guest FREE, Safe on-street PARKING FULL USE KITCHEN BAG STORE BEFORE AND AFTER Sorry, no children under 7 years

A modern living area showcases an open layout with a comfortable seating arrangement. Natural light fills the space through large windows. A dining table is set nearby, complemented by stainless steel appliances in the kitchen. Decorative elements enhance the overall design.
Flat in Boston
4.91 out of 5 average rating, 308 reviews

Swanky unit Convenient to Downtown nr Restaurants

My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

Guest favourite
An inviting living area features a navy blue sofa adorned with two patterned cushions, complemented by a round coffee table. Nearby, a dining set is visible beside a kitchen with stainless steel appliances, wood cabinetry, and ample counter space, illuminated by natural light from a window.
Flat in Boston
4.99 out of 5 average rating, 104 reviews

Extraordinary 1-Bedroom Apartment in South Boston!

Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

Top guest favourite
Private room in Boston
4.96 out of 5 average rating, 451 reviews

219 on the Ocean with Private Bath

An old Boston home in Savin Hill. My place is close to The T, overlooks Malibu and Savin Hill Beaches, easy to get here from the airport, and easy to get downtown. We are close to restaurants, the JFK Museum, and the Harbor-walk. You’ll love my place because of the quiet and beauty. You will have your solitude and privacy. My place is good for solo adventurers, business travelers, medical people. All walks of life welcomed here. Registered with the City of Boston #STR383505

Guest favourite
Private room in Boston
4.93 out of 5 average rating, 521 reviews

AKBrownstone: modern treetop skyline view by T

🏠 Live like a local: designed bedroom, in a classic Boston Brownstone 🚾 Frequently professionally maintained home, clean shared bathroom 🚇 5 mins walk to the T (Orange Line Subway), 3 stops to city center 👣 Walk to Longwood Medical Area, Museum of Fine Arts, Northeastern, & Fenway Park 🌳 Sunny west/north windows looking over the treetops & partial city skyline 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Guest favourite
Private room in Boston
4.96 out of 5 average rating, 251 reviews

A bit of France in Boston

Historic family-owned 1885 Victorian (not a hotel) in quiet area, walking distance to public transportation (Commuter Rail, Red Line T, Bus). Car parking available. Clean & ecological living in a bedroom, with armoire, chairs & table. Organic cotton futon & bedding w/ down comforters. Air mattress available. Shower w/ water filter, ecological soaps. Perfect for a busy day touring or working. Organic Breakfast & dinner available for a fee.

Top guest favourite
A spacious living area is furnished with a dark sofa, a decorative wall art piece, and a round coffee table. Bar stools are positioned near the kitchen, which is visible in the background. Natural light enters through windows covered by green curtains.
Flat in Boston
4.93 out of 5 average rating, 421 reviews

Apartment 1BR mins from JFK/UMASS free parking

Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Top guest favourite
Private room in Boston
4.86 out of 5 average rating, 239 reviews

Private Room 3 Min Walk to Savin Hill Subway Stop

A beautiful Victorian house in Savin Hill neighborhood of Dorchester. 3 minutes walk to Savin Hill Red Line station. Convenient commute to Broadway, South Station, Boston Commons, Downtown, MGH, Harvard Square along the Red Line. hardware floor, private bedroom, gas stove kitchen available, 10 minutes walk to the beach, quiet neighborhood. I'm a male professional working in Boston. My home is open to nice and respectful guests.

Guest favourite
Flat in Boston
5 out of 5 average rating, 5 reviews

Welcome to Your Luxurious Urban Haven!

Modern 2BR/2BA home for families, groups, or business travelers: • 2 bedrooms with queen beds • King leather sofa bed in living room serves as master sleeping area • 2 bathrooms with rainfall showers • Full kitchen, open living/dining, smart TVs, fast Wi-Fi • In-unit washer/dryer, central A/C & heat • Private and on-street parking • Quiet neighborhood near shops, parks, transit & Boston attractions.

Superhost
Flat in Boston
5 out of 5 average rating, 3 reviews

Brand New Luxury Retreat w/ Pool & Fitness Center

Experience modern South Boston living in this bright 2BR/2BA apartment! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit washer/dryer, and spacious living areas with oversized windows. Relax by the heated pool, work out in the 24/7 fitness center, or unwind in the lush courtyard with grilling stations. Just minutes from Carson Beach, Downtown Boston, and the Red Line.

Superhost
Private room in Winthrop
4.81 out of 5 average rating, 547 reviews

The House On Myrtle

Each room has great space with it's each individual character. We are 10 minutes from the airport. 20 minutes from boston. 5 minutes to the T stop and a minute walk to the bus. We are a half a block from the beach. Could you ask for more? There is easy street parking but it requires a sticker. I️ only have 2 available. It is first come first serve. If you are driving please ask.

Top guest favourite
A waterfront view captures the skyline of Boston, showcasing various high-rise buildings under a partly cloudy sky. A bench faces the water, while decorative railings border the pathway, inviting peaceful moments by the harbor.
Flat in Boston
5 out of 5 average rating, 30 reviews

Boston Skyline Stay | 1BR + City Views

Enjoy skyline views at Casa Blanca, a cozy 1BR on the Boston Harbor. Full kitchen, Smart TV, WiFi, in-unit laundry, and remote work setup. Walk to Piers Park, the Harborwalk, or ride the Ferry downtown. Quick access to Blue Line T, Logan Airport, Downtown Boston, Seaport, and Charlestown. Boutique hotel feel in the heart of the city!

Popular amenities for Thompson Island holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston
  6. Thompson Island