Holiday rentals in Thompson Island

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

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!

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, 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.

City Escape By the Water

Cozy and fully updated guest suite right on the water. This is located a short 15-minute drive by car or a bus from Quincy Center on the red line. You will have a separate entrance to the suite and your private full bathroom and living room area. It’s a cute studio designed for two! Feel free to use our desk and deck with direct waterfront access and enjoy the beautiful sunsets with Boston skyline. We have added FireTV from Amazon! FYI there is some road noise. And it’s an attached 2nd unit.

J&K's BnB .... Private studio Airbnb with parking

Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

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.

Cozy studio, near beaches and city skyline views

The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

Cozy and Clean Ashmont Apartment

Kick back and relax in this peaceful sanctuary, with easy access to all of Boston. This apartment is the entire third floor of our home, and has a separate entrance for maximum privacy. Enjoy amenities like a king sized bed, air conditioning, smart TV loaded with Netflix and Hulu, a washer/dryer, and a full kitchen (including a dishwasher). The location is just a couple blocks from two red-line T (subway) stations, where you can get to downtown Boston in less than 20 minutes.

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

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.

Spacious Beachfront Bliss, trails&walk Marina Bay

Beautiful newly renovated 2-bedroom apartment directly across from the beach with ocean views and coastal breezes. Spacious, stylish, and located in a quiet family-friendly area, perfect for a relaxing getaway. Enjoy scenic running and walking trails, walking distance to Marina Bay for waterfront dining, cafés, and marina views and close to the famous Tony’s Clam Shop. The perfect mix of comfort, location, and beachside charm.