Holiday rentals with a hot tub in Dorchester

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.

Bathroom · Outdoor spaces · Cleanliness

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.

Hot tub · Bathroom · Air conditioning

Central Square 2BR Condo near Harvard & MIT Spaci

MassLiving Dot Com offers a wide range of furnished apartment homes in Boston and Cambridge. Near MIT and Harvard. Breathtaking views of Cambridge Central Square from the building terrace! Welcome to your new home comes with Gym and Terrace and Parking! The Condo: → Lightning Fast Wi-Fi → Lux memory foam mattress beds → Dedicated Workspace → Full Kitchen → Washer & Dryer → Full Size Gym 24/7 → Elevators → Folding beds - Baby Crib and High-chair (upon request) Ready for a great experience?

Bathroom · Long stay · Condition

Spacious Family-Friendly 5BR 3BA House w/Parking

🔥 LIMITED-TIME DEAL: GET UP TO 20% OFF SELECTED DATES! ★ Entire spacious and private single-family home ★ 3 stylish living rooms with smart TV ★ 1 fully equipped kitchen + an kitchenette ★ 3 cozy dining areas ★ High-speed Wi-Fi ★ Central heating & AC ★ In-house laundry area ★ Fresh linens, towels, and essentials included ★ Parking: 2 cars in the garage + 4 reserved parking spaces A bright, roomy, and comfortable home ideal for family getaways, reunions, and group stays of up to 13 guests.

Bathroom · Decor · Quiet

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!

Bathroom · Hot tub · Accuracy

Hot tub - Arcade - Boston themed rooms

Boston themed Airbnb designed for families and groups stays. Rooms inspired by Harvard, Cape Cod, Fenway Park, Acorn Street, Boston Public Garden, plus a kids room. Enjoy 2 arcades, Cruisin World racing & Point blank gun. Child gates on every stair. Just 10 minutes to Boston and Logan Airport. Fully fenced private backyard patio with a hot tub, BBQ, large outdoor seating, cornhole, Connect Four, ring toss and mini golf. Luxury and location in one stay. Sleeps up to 23 guests

Hot tub · Bathroom · Parking

Newly renovated, close to Foxboro and Boston

Only 10 miles to Foxboro stadium!Private guest suite surrounded by nature and a large yard featuring a large POOL (closed Sep-May) with beach entry and pool slide. Next to Blue Hills and pond, a nature escape close to Boston! Nature trail right by your door! An additional unit with queen bed is available as well. Queen size bed, bathroom, WIFI, smart TV, kitchenette with microwave, coffee maker, toaster, fridge. Stove in a shared kitchen. Massage chair.

Bathroom · Hot tub · Barbecue

4br Near Stadium | Hot Tub + Firepit

Welcome to The Trophy House — your home base for fall in New England. Catch a Patriots game at nearby Gillette Stadium, spend a crisp day exploring Boston, or simply enjoy the season from the bright porch. Come home to golden-hour drinks in the patio courtyard, gather around the firepit as the air cools, then end the night soaking in the hot tub under the stars. With 4 bedrooms and room for 8, it’s made for memorable fall weekends with family and friends.

Family · Accuracy · Amenities

Hot Tub, Gazebo, Pool table & Fire Table

Spacious and family-friendly home near Boston featuring a private backyard oasis with a gazebo, pool table, fire table, and outdoor dining area. Perfect for vacations, graduations, business trips, and family gatherings. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, comfortable sleeping arrangements for up to 8 guests, and free driveway parking. Relax, unwind, and create lasting memories in a space designed for comfort and connection.

Outdoor spaces · Bathroom · Checkout

Luxury Bayfront Stay | Beach + Firepit

Fall by the coast hits differently at Sunset Point. Sip coffee on the covered porch, stroll the private shoreline, or explore nearby Nantasket Beach without the summer crowds. As the air turns crisp, watch the bay glow orange and pink from the fire pit, then slip into the master deck hot tub under the stars. With water views, space for two families, and shops and restaurants minutes away, it’s the perfect coastal fall escape.

Hot tub · Outdoor spaces · Family

Digital Nomad Oasis 10

This recently updated 1BR offers a modern, comfortable stay with essentials like high-speed internet, AC, dedicated parking, a workspace, and an in-unit combo washer/dryer. Enjoy a cozy living room, clean bedroom and bath, and a spacious kitchen with everyday essentials. Minutes from Interstate 90 & 95, Moody Street dining scene, and close to Brandeis, Bentley, Regis, and Lasell. About a 20 minute ride to Downtown Boston.

Access · Getting around · Nearby

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.

Outdoor spaces · Bathroom · Layout