
Holiday rentals in Thompson Island
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Top-rated holiday rentals in Thompson Island
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The Day-Burrill-Wadsworth-La Voix House
The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

One by Land BCEC History-Cruise- PVT Bath/Entry
*5 STAR ★★★★★ *Distinctive Suites **No Chores! No To-Do List!** *Sparkling Clean and Sanitized *Yes a Private Bathroom *Historic and charming home. *South Boston trendy neighborhood *Beach two blocks *Dedicated Luxury Suites *Key-less Coded Access *King EuroTop Bed *Edloe Finch Sofa *Workstation Free WIFI *Minutes to Airport/Downtown/Convention Center *Netflix Limited street parking. Check the photos for free overnight street parking. Paid parking located at: 12 Drydock Ave, Boston, MA 02210

Southie condo with Hot tub
Spacious 2-bedroom South Boston apartment perfect for groups,celebrations or a romantic escape. It features a king bed with 2 twin trundles, a queen bed, and a twin bed. Step outside to enjoy your private patio complete with a grill, outdoor couch, and hot tub. Located less than a five-minute walk to some of South Boston’s top bars, restaurants, and coffee shops, and just eleven minutes from the airport, this apartment truly offers the best of both comfort and convenience. No Parking on site.

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!

Luxe Duplex nr Beach Seaport/Convention Cntr BCEC
NOTE: There is no on-site parking, however, there is free parking by the beach, just one block from the Airbnb A Stylish, newly built two-level home, all to yourself! Featuring three bedrooms, a full bathroom with a spacious walk-in shower, and thoughtful amenities throughout. Just steps from vibrant shops and restaurants, 1.5 miles from the Convention Center, and offering beach views, this home is ideal for large groups or business travelers seeking a relaxed, suburban feel right in the city.

Ocean view studio with hot tub & access to Boston
All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

🎖The Ashmont Apartment | Close to Subway/Downtown
This unique 2 bed/2 bath apartment is brand new, along with all the furnishings and amenities. The unit includes 1 Queen + 1 Full size en-suite bedrooms. The unit is extremely clean and beautifully decorated. Only a 5 minute walk to Ashmont T station (red line), which takes you directly into Downtown Boston, Harvard, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Oceanviews! Boston Gathering Place: ChezBlue
Surround your grownup group with spectacular ocean views in this airy waterfront condo. This unit is the entire 3rd floor and our personal Boston home. It’s pro-cleaned, and has normal neighborhood sound-levels, including occasional air-traffic, but nothing disruptive. Adjacent to Boston by car, ferry, or public transit. Visit Salem–even Maine–or just relax. Enjoy our rocky beach or walk a few blocks to the sandy, lifeguarded area. Cafés and restaurants are walkable, and groceries deliver.

Boston Townhouse - 3BR/2.5BA - Seaport BCEC
Ideal for families with young children, traveling professionals, campus visitors, and tourists! Spacious and recently renovated townhome in South Boston: 3 miles from Logan Airport, 3miles Fenway Park, 2 miles to Seaport, 1 mile to the Boston Convention Center, 1.6 miles to South Station (Commuter Rail/Amtrak), <1 mile to the Red Line (Broadway T-Station) to Kendall Sq (Harvard, MIT) and 1 block from the 9 Bus to Copley (~15min ride to Copley Sq). Great location for World Cup visitors!

4br SouthBoston free parkg nrBeach, 6 min>BCEC
Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Cozy suite in the city!
Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

Ocean front with views of Boston
Take it easy at this unique and tranquil getaway. Amazing sunsets and nighttime views of Boston skyline close to Marina bay with many bars and restaurants. The unit has three levels 1st floor primary bedroom full bath. Second floor with full bed and bath. 3rd floor with queen bed. Access to 3rd bedroom is through 2nd floor bedroom with steeper loft stairs see pics. Front porch with seating, back deck and private yard all located on charming peninsula of Squantum
Popular amenities for Thompson Island holiday rentals
Other great holiday rentals in Thompson Island

My Three Suns

Waterfront Escape - Close to Airport & Downtown

A New 3 bedroom, 4 beds, 2 Bath, Apt 19-3

South Shore Beachfront Home *Newly Renovated

Bright Southie Retreat | Private Deck + Walkable

Cozy & Modern Entire Residential Home ❤️

City Escape By the Water

Cambridge Cottage Retreat Near Harvard
Destinations to explore
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- MIT Museum
- Canobie Lake Park
- East Sandwich Beach
- Duxbury Beach
- Crane Beach
- North Hampton Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University





