Holiday rentals with a hot tub in Essex County

Classic New England: Big Family Home; Spas|Garden

A spacious and fantastic home for your family or group of friends perfect for a relaxing vacation. Located just a short walk from Rockport's Front Beach with its soft sand and beautiful ocean views. You'll also be close to downtown Rockport with its array of shops, galleries, and restaurants. If you're up for it, Gloucester's dining spots and whale watching tours are just a short drive away. Plus, you're within walking distance to the commuter rail, offering easy access to Boston and other charm

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.

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.

New luxury 4BR/3 bath apartment with AC & EV charger

Enjoy Halloween in Salem MA while staying in our newly renovated 4 bdrm 3 bath apartment. Full kitchen with granite countertops, wine cooler, Bosch appliances, gas stoves, dish washer, microwave oven, toaster, coffee maker, water kettle, huge fridge. Central AC. With sleeper sofa bed in living room, the place host up to 10 guests comfortably. Conveniently located in Somerville MA, we are 5 stops from north station, where a 32 minutes ride gets you to Salem. Free parking on site with EV charger.

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!

Plum Island - Luxury Beach House

Fully remodeled 3 bedroom house, on a quiet street away from the main road on Plum Island, just 1 block from the beach. The rooftop deck provides wonderful sunset views over the marsh/basin , and beautiful sunrise views over Plum Island Beach. Enjoy the night sky while relaxing in the hot tub! It is walking distance to island restaurants & stores, and is a very short drive to the Parker River National Wildlife Refuge. Bonus room in basement with smart TV , firepace and loveseat.

Historic Carriage House | Dog Friendly | Hot Tub

Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, kitchen, queen sized bed with en-suite bathroom and sun room that converts to an extra sleeping space perfect for kids. A short walk to the train for day trips to Salem, Gloucester, and Boston!

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

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

Vineyard Retreat. Stay at the newly remodeled Ice House, a luxury farmhouse at historic Marble Ridge Farm (est. 1680). This light-filled 3-bedroom home is perfect for bachelorette weekends, bridal party get-ready, or group getaways. Enjoy the private hot tub, beautiful natural light, and a peaceful winery setting just minutes from top-rated restaurants, shopping, and major highways. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases.

HOT TUB|Downtown Rockport w/parking|Sleeps 8

⚓️Backyard oasis next to beautiful stream - grill, patio, fire pit, dining set, outdoor shower and new barrel HOT TUB! ⚓️ Primary suite with King Bed + Smart TV ⚓️Walk to Downtown Rockport - shops, restaurants, and beaches just steps away ⚓️3 bedrooms plus sleeper sofa for additional guests ⚓️Open floor plan w/ heated sunroom ⚓️Enjoy rare off-street driveway parking ⚓️Central AC for hot summer days ⚓️Beach chairs+towels included

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!

Exclusive Lifestyle on Marblehead Neck

Located on Marblehead Neck, just a short walk to the harbor and Chandler Hovey Tower park, you'll find all you need to enjoy a luxurious stay. All the comforts you need are provided in a beautifully designed, clean and functional home. Well-equipped kitchen, enclosed backyard with a firepit and plunge pool, billiard room. Lots of light and space. Plenty of separate rooms for everyone to have the space they need.