Holiday rentals with a hot tub in Medford

Explore Boston in style! Dream home (STR-26-3)

Relax in this calm, elegant lovely home with fully equipped high-end kitchen, 4 modern bathrooms, office with bed, private fenced garden with hot tub and cold pool. Conveniently located in South Newton - desirable and safe suburb of Boston. 3 minutes walk to a temple, 15-20 minutes drive to downtown Boston, 8 minutes drive to BC, 20 minutes drive to Babson, Bentley, Harvard & MIT. 25 minutes walk to a T (Green line "Newton Highlands"). Great restaurants and shopping areas within minutes drive.

Outdoor spaces · Hot tub · Location

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.

Hot tub · Outdoor spaces · Layout

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.

Bathroom · Outdoor spaces · Amenities

World Cup ready, 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!

Hot tub · Outdoor spaces · Location

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 · Cleanliness

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.

Outdoor spaces · Bathroom · Getting around

1BR—Peaceful Guest House—20 Min to Boston—Hot Tub

Welcome to our Guest House! 100% Private 1-Bedroom Place We Live In/Rent Main House (Details Below — See ⭐️) Queen Bed—New Memory Foam Mattress Fully Stocked Kitchen—Utensils, Pots/Pans & Essentials Dining Area—Table & Chairs Living Room—Leather Recliner Sofa Bathroom—Plush Towels & Natural Products 43” SmartTV—Netflix+Sling Live TV Private Porch & Private Entrance w/Keypad Hot Tub—On Back Deck Complementary Laundry Service Quiet Neighborhood 20 Mins to Boston Cleaned & Sanitized

Bathroom · Outdoor spaces · Decor

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.

Outdoor spaces · Bathroom · Parks

Charming 3BR Boston Stay Garage + EV + Pool Table

✨ Welcome to The Enchanted Willow — a Boston stay minutes from downtown. 25 min to Gillette Stadium ⚽ • 10-min walk to train • 4-min walk to bus • walk to cafés, restaurants & Roche Bros Private garage parking + EV charger (rare in Boston) + pool/ping pong table. Quiet neighborhood with vintage New England charm—perfect to unwind after a full day out. Ideal for families, couples, or friends. Traveling with a larger group? Ask about our second unit—up to 14 guests.

Bathroom · Location · Nearby

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.

Hot tub · Outdoor spaces · Heating

Lux Colonial Home:Game Room, Home Theatre, Karaoke

Experience classic New England charm in this beautifully restored 4BR, 2.5BA Colonial in Framingham. With 2,500+ sq ft of bright living space, a fun game lounge, and a sunny backyard patio perfect for BBQs and morning coffee, it’s ideal for families and groups. Located just 30 minutes from downtown Boston, enjoy easy access to the city while relaxing in a peaceful suburban retreat designed for comfort, connection, and memorable stays

Hot tub · Pets · Quiet

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.

Hot tub · Access · View