Holiday rentals with a hot tub in Dorchester

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.

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Winter escape, with private hot tub!

Close to everything Boston has to offer when you stay at this centrally located home! Local restaurants, wholefoods, and the T which takes just minutes to get to Boston for ice-skating, Fauniel Hall, the Freedom trail, and the north end. Great location whether you're catching a Bruins/Celtics game or touring colleges or school vacation week away. Unwind and let the powerful jets relax you in our beautiful outdoor hot tub. Come see why Melrose is rated one of the top cities, you will love it!

Panoramic City-Skyline MIT/Harvard CIC Kendall Sqr

Experience your next high rise apartment retreat in Kendall Square, where sleek interiors harmonize with panoramic city skyline views through large windows. Immerse yourself in a fully equipped kitchen and queen sized bedrooms. Explore the building's shared gym, outdoor garden and business center. Enjoy proximity to innovation hubs such as Harvard Square and Cambridge Innovation Center, creating a vibrant/comfortable retreat. ✔ Shared Gym ✔ City Skyline ✔ Work Station ✔ Sleek Stylish Design

Headers’ Haven

Your family will be close to everything when you stay at this centrally-located in-law suite. Walking distance to beaches, shops, and restaurants. Steps from Steer Swamp Conservation Area. 13 miles from Boston, and an easy 10 min drive to Salem. Cool off in the pool during the summer heat, or relax in the hot tub on a chilly evening. There’s room for everyone on the pull out sectional to snuggle up for a movie night, complete with popcorn and candy machines. Sure to be a fun and cozy stay!

Amazing Location in Little Italy with Roof Deck

Our fully loaded one bed is centrally located in Boston's North End (Little Italy) on land that was previously American Patriot Paul Revere’s bell foundry. The unit features a spacious roof deck with views of Boston Harbor, the USS Constitution, and the USS Cassin Young. It is within 10 minutes walking distance to 50+ restaurants, TD Garden, the Freedom Trail, and the subway. It is also within walking distance to the Boston Common/Public Garden and many of Boston’s most visited attractions.

South Boston. Minutes away from Convention Center

In the Heart of South Boston, walking distance to restaurants, coffee shops, bars and nightlife. Less then 1 mile from the convention center. 5 min in Taxi or Uber. #7 Bus from corner will drop you right outside Convention Center. 1 mile from children's museum accessible to downtown Boston via bus from the corner of our street. Bus will also take you to the Red line subway service which can access all subway MBTA lines. 1 block from the beach at pleasure bay and parks and Castleisland.

Cozy Waterfront Home with Jacuzzi and Fireplace

Discover your seaside haven on our breathtaking waterfront! Perfect for couples or intimate family getaways, this two-bedroom sanctuary grants private ocean access just steps away. Bask in panoramic views and let your cares drift away in the brand-new jacuzzi perched above the horizon. Conveniently located between Salem and Boston, you’re only 30 minutes from both historic towns. Immerse yourself in the rich tapestry of Boston’s North Shore and create lasting memories.

1 BR full apt w/ private hot tub, yard; sleeps 4

Private ground level 1 BR apartment with kitchen, living room, and 2 full baths. Small yard w/ grill & hot tub; enjoy year round! Walk to MIT (5 min) Central Sq subway (5 min) Harvard (10 min) Fenway (30 min) bike rental (2 min). Great for vacations, events in town, or for quiet workspace weekdays between 8am-5pm. Comfortably sleeps 4 in 2 private rooms, each w/ own bath. Parking is not available at the property; closest pay parking is Green St. garage.

Modern 2BR Retreat Minutes from Boston

Welcome to your modern 2BR home base minutes from Boston. This bright, spacious apartment sleeps up to 7 and features a king bed, bunk beds, and a comfortable living area. Enjoy resort-style amenities including a seasonal outdoor pool, gym, lounge areas, and patio. Ideal for families, groups, or business travelers, with easy access to downtown Boston, Logan Airport, transit, and major highways.

Romantic Getaway w/private Jacuzzi• Fire Pit•

Escape to a private romantic retreat just minutes from Boston. Relax in your private outdoor jacuzzi, enjoy the fire pit under the stars, and unwind in a cozy space designed for couples. Located in a quiet area just minutes from Boston, restaurants, and shopping — the ideal spot for couples or a peaceful weekend escape.