Holiday rentals with a hot tub in Dorchester, Boston

4.96 out of 5 average rating, 249 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.

5 out of 5 average rating, 48 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, 154 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.

5 out of 5 average rating, 29 reviews

Home in Framingham

1BR—Peaceful Guest House w/HotTub—20 Min to Boston

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 Our Deck Complementary Laundry Service Quiet Neighborhood 20 Mins to Boston Cleaned & Sanitized

4.8 out of 5 average rating, 15 reviews

Home in Newton

6 miles to Boston Luxury Townhouse Monthly Rent

Get a brand new, modern townhouse in one of the best Boston suburbs at the price of hotel room! 15 minutes driving to Boston, Seaport, Boston University, Boston College, Harvard, MIT, Babson, Bentley, major hospitals. 25% discount for 1+ months. Private fenced-in yard with patio and patio furniture. Great for families who need furnished houses for shorter stays for work, medical appointments, studies or any special occasion. Up to two dogs are allowed up to 50lb at $499 fee.

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

4.95 out of 5 average rating, 20 reviews

Home in Jamaica Plain

Family-friendly House at Prime Location

Newly renovated home in a beautiful quiet and safe neighborhood with free street parking and many amenities for small kids. Equipped with piano, standup desk, printer, vanity desk, and new firm mattresses, it is nestled in between Emerald Necklace Park, Southwest Corridor Park, Northeast & BU campus and Arnold Arboretum and Franklin Park. There are two major supermarkets within 5-min walking distance. The entire place is professionally cleaned for every stay

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.

4.89 out of 5 average rating, 55 reviews

Flat in Cambridgeport

Central Square 2BR Condo near Harvard & MIT Spaci

This special place is close to everything, making it easy to plan your visit our 2 Bedroom | 2Bathroom Luxurious apartment is located in Central Cambridge Kendall Square, one of the most exciting places to live, work, shop & play in the Boston/Cambridge area. At this community, there is an array of amenities such as a mezzanine terrace with a garden, fitness center, business center and more. **Ask us about our unbeatable monthly rates!**.

4.92 out of 5 average rating, 143 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.

4.79 out of 5 average rating, 128 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!

4.96 out of 5 average rating, 26 reviews

Guest suite in West End

Cozy & convenient place with sunset & garden view

Clean, quiet, and airy private suite in a safe and quiet neighborhood in Waltham. You’ll find almost all amenities just like home. A few mins away from shopping malls, great restaurants, groceries in Moody st., and booming biotech hub in Waltham, and all major highways. 15-20mins to downtown Boston and airport. Scroll down for my guidebook and personal favorites. Reach out if you have any questions

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Popular amenities for rentals with a hot tub in Dorchester, Boston

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Wifi

Pool

Free parking on premises

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House rentals with a hot tub

Home in Newton

4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Home in Billerica

New place to stay

Lakeview Getaway with Hot Tub

5 out of 5 average rating, 17 reviews

Home in Weston

Escape the city and enjoy the serenity of Weston

Home in Beachmont

4.82 out of 5 average rating, 66 reviews

Oceanfront Home minutes from Boston

Home in Wellesley

New place to stay

Wellesley Spacious and Modern

4.96 out of 5 average rating, 267 reviews

Home in Brighton

Spacious 3 bed, in unit laundry, central Air

Home in East Cambridge

Luxury Scandinavian-Inspired house in Kendall