Holiday rentals with a hot tub in Dorchester, Boston

4.96 out of 5 average rating, 246 reviews

Flat in Winthrop

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.

4.93 out of 5 average rating, 70 reviews

Villa in Newton

Explore Boston in style! Dream home, pool, sauna.

Relax in this calm, elegant lovely home with fully equipped high-end kitchen, 4 modern bathrooms, private fenced garden with hot tub and cold pool. Conveniently located in South Newton - one of the most desirable and safe suburbs 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.

4.98 out of 5 average rating, 196 reviews

Flat in Arlington

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.

5 out of 5 average rating, 7 reviews

Home in Framingham

Peaceful Retreat—2BR/2Bath—20 Min to Boston—HotTub

Fully Equipped Granite Kitchen —w/ Espresso Maker + Air Fryer 2 Dining Areas + Breakfast Bar—Seats 20 Living Room—Leather Recliner Sofa 65” SmartTV—Netflix+Sling LiveTV Full Bath—Rain Shower Full Bath—Shower/Bathtub 2 Bedrooms —New Memory Foam Mattresses —Dresser+Mirror —Master Bedroom Balcony Washer/Dryer Large Deck & Yard Salt Water Hot Tub Patio Seating Last House on Quiet Street Guest House Airbnb Adjacent to Main House Driveway Shared w/2nd Rental 20 Mins to Boston No 3rd Party Bookings

5 out of 5 average rating, 45 reviews

Flat in North End

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.

4.94 out of 5 average rating, 153 reviews

Flat in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

Welcome to your romantic 1-bedroom apartment in Woburn, the ultimate escape for couples looking for relaxation and charm. Enjoy a private jacuzzi 🛁 and a cozy fire pit 🔥—ideal for creating unforgettable memories. Step right out from the bedroom to the jacuzzi and outdoor space, allowing you to unwind in the soothing waters while enjoying the warm ambiance of the fire pit. Perfect for a romantic retreat, this intimate space provides everything you need for a truly enchanting stay.

4.88 out of 5 average rating, 106 reviews

Home in Wrentham

Backyard Oasis with Hot Tub

HALF OF OUR HOME WITH PRIVATE ENTRANCES we live on other side of home private entrances to home & backyard. Private bath Kureig refrig microwave toaster oven Not a full kitchen Big screen TV 3 min Wrentham Outlets 9 min Gillette Stadium 13 min Xfinity center Shopping concert game come home soak in the hot tub . Fire-pit and private hot tub open all year round! heated lap pool Open June thru Oct Grilling area May 1st large Weber gas grill Blackstone gas. Flat grill

4.71 out of 5 average rating, 108 reviews

Guest suite in Canton

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.

4.71 out of 5 average rating, 38 reviews

Apartment in Dorchester

Beautiful Victorian house with Views. free parking

Great place and area for your works and vacation. Free Parking on premise and on street. - Balcony is equipped with heater and Grill. - Amazing View - 2 mins walk to train station - Tesla Charger - Piano - Massage chair - Jacuzzi tub - in Unit laundry The property is surrounded by similar Melville Park Victorian styles homes with beautiful scenery. It is also close to CVS, dollar general, Target, Liquor stores and banks. * Must climb stairs

4.96 out of 5 average rating, 121 reviews

Flat in Holliston

Loch Link

Beautiful fully stocked 2 BR apartment located in Holliston Historic District. Top of the line swimming pool with waterfall and hottub (May 31-Sep 30). Full kitchen, full bath, washer/dryer, central heat and AC, fireplace, wireless internet, Cable TV with almost all premium channels available, private driveway and entrance. Sorry, but no pets allowed. Note: COVID19- We require all eligible guests to be vaccinated or have 72 hr negative test.

4.93 out of 5 average rating, 138 reviews

Home in Hull

Oceanfront Mermaid of HULL w/ Deck Hot Tub & View!

Please ask me directly to send you a video of this fabulous space since it is against AirBnB policy to put it here. Welcome to “Mermaid of HULL” So happy to be hosting you, hope you make memories to last your life time. Next to Nantasket Beach Resort, "Mermaid of Hull" has panoramic views of the ocean. Walk beach, most restaurants, live entertainment, or take a 25-35 minute ferry to Boston's Wharfs or Logan Airport.

4.8 out of 5 average rating, 126 reviews

Flat in Cambridge

Studio Apt private bath+ Hot Tub, free parking

Welcome! Great location in the heart of central square, 100% private, Lovely apartment with comfortable Queen bed. We have a hottub which is open from 10am-10pm. We wanted to make this place feel like home away from home! We provided a sit to stand desk to perfectly fit every guest, Coffee bar with treats and cereal, Flat screen TV and more!! We hope you enjoy your travel and look forward to hosting you!

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House rentals with a hot tub

Home in West Roxbury

4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars42 months ago

Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!

JohnRating, 5 stars5 days ago

Home in Billerica

New place to stay

Lakeview Getaway with Hot Tub

Beautiful home love the location would definitely stay here again. Loved the outdoor patio!

5 out of 5 average rating, 17 reviews

Home in Weston

Escape the city and enjoy the serenity of Weston

MarkRating, 5 stars5 months ago

We had a fabulous stay at Irene's place. The home had absolutely everything we needed for a relaxing stay during the holiday season. The house was exceptionally well prepared for our visit. Irene made sure we had ample space for all of our belongings in all bedrooms and closets for our week-long stay. We love to cook, so the kitchen was spectacular. It had everything we could imagine for making wonderful family meals. The living areas were very comfortable and spacious. Having a wood-burning fireplace with snow on the ground outside made for cozy evenings. The home was beautifully lit with holiday lights, and we very much enjoyed soaking in the hot tub. Irene was a pleasure to work with. She was very responsive and helpful with any of our questions. We highly recommend Irene's place and will hope to stay there again on a future trip to Massachusetts.

Home in Randolph

4.5 out of 5 average rating, 12 reviews

Comfortable and Convenient 3 Bed Home

MerlandeRating, 5 stars2 weeks ago

Absolutely perfect stay! The place was spotless, beautifully decorated, and exactly as described—if not better. The host was incredibly responsive, friendly, and made sure everything was smooth from check-in to check-out. The location was ideal, close to everything we needed but still peaceful and quiet. Would 100% stay here again and recommend it to anyone looking for a comfortable and hassle-free experience!

4.96 out of 5 average rating, 266 reviews

Home in Brighton

Spacious 3 bed, in unit laundry, central Air

BillRating, 5 stars3 weeks ago

We had a great stay! This house was in a great location, and very nice/spacious. We also appreciated the very thorough and clear communication regarding check-in etc, before the stay. I highly recommend Joel as a host!

Home in Weymouth

4.93 out of 5 average rating, 45 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

JenniferRating, 5 stars1 week ago

We had a great time staying in Weymouth, (June 2025). Shortly after our arrival, the host came over to welcome us and show us the place, which is accurate to the listing photos. He gave us some local recommendations. (Take the ferry to Boston!) The house was well stocked with kitchen plates/utensils, blankets/towels, etc. We enjoyed the pool/hot tub, playing pool, board games in the dining room, etc. It was a great place for my family to chill out after the busy days in Boston, Salem, etc. The beds were very comfy memory foam style. Lots of places to relax watching boats on the river and amazing sunsets. My family loved the house and we would stay there again.

Home in Lakeside Marblehead

4.8 out of 5 average rating, 35 reviews

Hot Tub|Fire Pit|Electric Bikes|Projector|Garage

Jamie RoseRating, 5 stars3 weeks ago

Great house and great location. Close to attractions but far enough away to be quiet and relaxing. Really nice amenities. Arthur and Ulrich were great hosts and very responsive.