Vacation rentals with a hot tub in Middlesex County

Private sanctuary in the city w/ patio & backyard

Enjoy much needed R&R or alone time in this elegant 500-sqft master suite. A quiet space in a nice neighborhood amidst a buzzing metropolis, accessed through a private gated entrance. Sit back in the hammock, taking in the soothing sounds of water and birds chirping under the bright sky, having a private picnic in the backyard. In the winter, a ski resort is also conveniently accessible for fun in the snow. With the sights & sounds of the city mere minutes from the property to be explored. ~

Hot tub · Bathroom · Check-in

Hopkinton Mass 3+ Bedrooms - Great location!

This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 4 futons/mattresses. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

Hot tub · Outdoor spaces · Kitchen

Winery Studio w/ Private Hot Tub & Wine Tasting

Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Hot tub · Outdoor spaces · Pets

Beautiful Home, Great Location

Your family will be close to everything when you stay at this centrally-located place. Looking to ski? only 15 min from Mt Watchusett. Whether you are coming for business vacation or family, this home location is perfect! less than an hour from Boston, close to Worcester! This house is not only beautiful but its perfectly located in central Massachusetts, close to the highway. The home boasts a beautiful living/kitchen area, game room, and plenty to do in the house, and near the house!

Hot tub · Bathroom · Nearby

1790 Stone Manor Farm

This historic New England farm and home is on almost 7 acres of land with mature gardens and places to hike, it is a warm and inviting place to spend lovely summer days by the pool and enjoy warm nights by the fire in the fall and winter. Kitchen and bathrooms all renovated. Located centrally in Ma- 90/495 interchange. Located 45 minutes from Boston, beach, history, mountains, lakes, & NE sports. This home is in historic Hopkinton, where the Boston Marathon starts, center of MA.

Outdoor spaces · Bathroom · Heating

Peaceful Guest House | Hot Tub | 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 Back Deck Complementary Laundry Service Quiet Neighborhood 20 Mins to Boston Cleaned & Sanitized

Bathroom · Hot tub · Long stay

Luxury Retreat | Theater | Game Room | Garden Spa

More than a luxury home, this is a collection of unforgettable experiences. Wander through your private garden sanctuary, relax in the glass conservatory, curl up in the custom-built library with 1,000+ books, unwind in the spa-inspired primary suite with its private jacuzzi, or gather for movie nights with the 100-inch projector, pool table, and pinball. Designed for families, friends, executive retreats, celebrations, and memorable getaways, every space inspires connection!

Outdoor spaces · Location · Accuracy

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.

Comfort · Location · Cleanliness

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 · Bathroom · Condition

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Bathroom · Outdoor spaces · Layout

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.

Pets · Long stay · Cleanliness

Quiet Oasis In The City

Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.

Bathroom · Hot tub · Getting around