Holiday rentals in Squantum

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!

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.

🎖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.

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.

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

Spacious Beachfront Bliss, trails&walk Marina Bay

Beautiful renovated 2-bedroom apartment directly across from the beach with ocean views and coastal breezes.This is a private second-floor apartment in a two-family home. Spacious, stylish, and located in a quiet family-friendly area, perfect for a 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.

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

Guest Suite in Milton

This private suite features 2 comfortable bedrooms with cozy bedding. The suite includes a fully equipped kitchenette stocked with essentials for preparing meals. A clean, modern bathroom is supplied with fresh towels and basic toiletries for your convenience. It’s perfect for small families, couples, or business travelers. Enjoy complete privacy with your own separate entrance from the main house, allowing you to come and go as you please without disturbance.

Short Train 2 Boston, Luxury prvt unit w parking

Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Spacious, Cozy Home in Greater Boston - 4 Beds

Modern, spacious, and family friendly home in lovely North Quincy neighborhood of historic Quincy. Thoughtfully designed with large family room, 55 inch TV, Large parking lot, and porch. Comfortably sleeps at least 8! 10 Minute walk to Red Line Subway , only a 20 minute ride to downtown Boston! Easy access to South Station, Logan Airport, North End, Faneuil Hall, Government Center, Boston Common, Harvard Square, Back Bay, Fenway Park, and Beacon Hill.

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!