Vacation rentals in Middleton

5 out of 5 average rating, 42 reviews

A serene coastal view reveals a stone jetty extending into calm waters, dotted with sailboats. Lush greenery frames the foreground, while the distant landscape features a quaint town along the shoreline, under a clear blue sky with scattered clouds.

Home in Rockport

New South End Home Quiet Lane To Old Garden Beach

Newer furnished home, 1/2 mile walk to quaint Bearskin Neck with Rockport shops & galleries. Old Garden Beach 1/4 mile walk down a quiet unpaved lane. 3 BR/3 Bath home available for summer weekly vacations. Family friendly, 3 prkg spaces, 2 decks, new appliances (laundry, microwave & dishwasher), hardwood floors, new rugs & beds, full basement w/ pool table, fenced yard. Several beaches, hiking trails nearby or take a train to Salem, Newburyport, or Boston. Longer term winter rental available

4.96 out of 5 average rating, 302 reviews

The spacious bedroom features two queen beds with light green bedding, positioned beside a large window that allows natural light to fill the room. A modern bathroom is visible in the background, with neutral tones and elegant fixtures. Wooden benches provide additional seating.

Apartment in Winthrop

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

4.84 out of 5 average rating, 111 reviews

An outdoor seating area features bright orange Adirondack chairs arranged around a fire pit, complemented by a shaded area provided by a large umbrella. The cottage is visible in the background, showcasing its coastal charm with fresh landscaping enhancing the inviting space.

Cottage in Newbury

Designer decorated-Sunset Bliss- Beach 3 min walk

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

4.95 out of 5 average rating, 20 reviews

A sandy beach extends along a calm ocean, where gentle waves lap at the shore. Rocky formations are visible in the water, and a clear blue sky overhead enhances the serene coastal view.

Home in Scituate

Button Beach Cottage

Capture the breeze of the coast at Button Beach Cottage! •5 min walk to beach. •Brand new remodel. •Family friendly. •Oceanview balcony. •Luxury bunk room. •Dedicated workspace. •Outdoor dining area on spacious deck directly off kitchen. •Access to lifeguard beach Primary BR: king bed, TV, reading nook, ocean view & balcony. BR #2: queen bed, dedicated work space, ocean view & balcony. Bunk room: 5 twin beds with play space. Full bath on each floor. Tub, standing shower, washer & dryer.

4.94 out of 5 average rating, 33 reviews

Home in York

Maine Oceanfront Cottage

Minisands is the best little spot on Long Sands Beach. Situated steps away from the beach, you will experience a picturesque escape unlike any other. Main bedroom offers a queen bed, with views of the ocean. Pull out couch makes room for 2 more. Enjoy coffee on the front deck, and finish out a long day of sand and sun on the back patio, complete with an outdoor shower. Walking distance to short sands, and all the action of Long Sands right out your front door. Start making memories today!

5 out of 5 average rating, 22 reviews

Townhouse in Salisbury

Top floor condo-steps to the ocean, off st parking

We are committed to giving our guests a memorable experience 🐳 KEY FEATURES: Updated/ renovated second floor condo w/ spacious living area, great views 3 comfortable bedrooms; sleeps 7-8 1 large full bathroom + outdoor shower Full kitchen w/ granite countertops & new appliances Updated decks with outdoor seating High-speed wifi + 3 TV’s Air conditioning in every room in summer Free parking for 2 cars in driveway + st parking Dog friendly Under 4 mins from our door to the sand

5 out of 5 average rating, 14 reviews

The modern kitchen features granite countertops and stainless steel appliances. Ample cabinetry provides storage, with a central wooden island offering additional workspace. Natural light enters through the window above the sink, highlighting the clean lines and functional layout of the space.

Home in Rockport

Adorable renovated house, steps from Front Beach

This charming home was recently fully renovated. The brand new kitchen features stunning granite countertops and stainless steel appliances. The large living/dining room features a 55" flat-screen TV comfy seatingnd a dining table for 4. There is a king bed in the Master Bedroom, along with a TV, ceiling fan, and air conditioning. The second bedroom has a twin daybed, with a second twin trundle bed underneath. The backyard features a patio with a seating for 4 and a gas grill.

Guest suite in Kittery Point

A round mirror with a wooden frame is positioned in front of a glass-enclosed walk-in shower. The shower features a modern showerhead and a tiled wall, providing a clean and contemporary look.

4.95 out of 5 average rating, 288 reviews

Romantic Spa By The Ocean. Hot Tub. Walk to Dining

Just 10-minutes from charming Portsmouth! Enjoy the crystal-clean hot tub on your private patio. Feet-up pampering and special gifts throughout this adorable Maine coastal getaway. Drive into Portsmouth, or stay-in and pamper yourselves. Walk to the Kittery Point town wharf, historical sites, the Bistro and Wharf Restaurant, and catch views of the lighthouse and spectacular sunsets. 5-minute drive to a beach or world-class restaurants, 10-min to the famous Kittery Outlets.

4.83 out of 5 average rating, 60 reviews

The image captures a serene beachfront with gentle waves lapping against sandy shores. Rocks line the edge of the beach, while a clear blue sky stretches overhead, merging with the tranquil sea. The distant coastline features various structures, enhancing the scenic view.

Home in Scituate

Sand Hills Barker Tavern RiverClub lighthouse -

Walking distance to sand hills beach - super close to BARKER TAVERN! One mile from center of town with restaurants and shops. Nearby basketball court. Grassy backyard . New furnishings new full bath and new mattresses. Freshly painted well maintained by owner bedrooms are upstairs. There is only one full bath upstairs Totally redone 2024. Bungalow beach style home. some guests find stairs to be “ steep” … my 82 year old mom does fine with the stairs and rail!

5 out of 5 average rating, 20 reviews

A harbor scene features numerous boats docked alongside wooden piers, with a small fuel dock prominently situated at the center. Lush greenery surrounds the area, and a soft, golden light fills the sky as the sun sets, creating a serene atmosphere.

Home in Scituate

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

5 out of 5 average rating, 3 reviews

An aerial view of a spacious two-story house surrounded by lush greenery. The well-maintained exterior features a pitched roof, large porch, and expansive yard. The nearby coastline is visible in the distance, highlighting the peaceful residential neighborhood.

Home in Rockport

Experience Classic New England-walk to beach&shops

- `* ` Spacious home near Rockport’s Front Beach, perfect for families or groups of friends. ** Ample indoor and outdoor space for relaxation and activities. ** Short walk to the beach, shops, galleries, and restaurants in downtown Rockport. ** Easy access to Gloucester’s dining options and whale watching tours (short drive away). ** Convenient walking distance to the commuter rail for trips to Boston or other North Shore seaside towns like Salem.