Vacation rentals in Weymouth

4.87 out of 5 average rating, 109 reviews

A serene morning on the lake is depicted, with two individuals paddling a kayak through mist-covered water. The surrounding landscape features dense trees and gentle hills, while soft light reflects off the calm surface, creating a peaceful atmosphere.

Vacation home in Natick

Private Lakefront with game room/Newly renovated

Ideal private location on crystal clear Lake Cochituate! Peaceful quiet spot w amazing view only 20 min to Boston & 1 or 2 min drive to anything u could need Fun game room &free use of tandem kayak & paddleboard and fishing Sliding barn door separates main king bedroom, bath, & open kitchen & livingroom from the back 2 queen beds, game room & bath Im always available to answer questions + provide tips, but I also respect your privacy & want u to feel comfy & independent 》25 6 person 3 car limit

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

4.81 out of 5 average rating, 42 reviews

Crystal-clear water is depicted, revealing smooth sandy bottoms. Gentle waves create a shimmering surface under sunlight, highlighting the tranquil beauty of the coastal environment. The horizon in the distance blends sky and water, enhancing the peaceful atmosphere.

Home in Plymouth

Beautiful Priscilla Beach Few Min.Walk to Beach!

Enjoy a beautiful, newly updated home with New stainless steel appliances and Quartz Countertops, a short walk to private sandy Priscilla Beach, which is located on Cape Cod Bay. Fully fenced in private backyard. Large double lot home with Firepit. Contact Colleen for pricing based on group size PriscillaValleyProperties , great reviews on VERB O too ! Dogs are allowed year round on the beach! Super warm and cozy year round home! Basketball/Tennis/Pickleball Court for use during stay. Very clo

4.96 out of 5 average rating, 303 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.

4.83 out of 5 average rating, 324 reviews

A serene outdoor seating area is surrounded by lush greenery, featuring two dark wooden chairs and a small table. A natural landscape includes a gently flowing brook nearby, with a weathered bench positioned to enjoy the peaceful view.

Home in Plymouth

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

4.84 out of 5 average rating, 129 reviews

Apartment in Wareham

⭐ Amazing Onset Getaway in the Starfish Suite

The spacious and comfortable Starfish Suite is in an amazing location just steps away from Onset Beach, village, boat rentals, market, & restaurants! Located on the second floor of a renovated Sea Captain's house, this large apartment gets great natural light. A/C included in all bedrooms. Fully stocked kitchen. Fiber WiFi & Smart TV. Nice covered deck with park and bay views. One of the very best locations in Onset! Pet friendly as well 🙂 Perfect spot for a beach getaway or family vacation.

4.95 out of 5 average rating, 21 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.

4.87 out of 5 average rating, 111 reviews

An aerial view captures the scenic coastline and sandy beach lined with boats. A variety of residential buildings dot the landscape, interspersed with greenery. The neighborhood showcases the charm of coastal living, with the sea and a pier visible in the background.

Apartment in Swampscott

Ocean views, Large Deck, Grill, Kid/Dog Friendly

The product of a complete gut renovation in 2020. The unit is 300 yards to Fisherman's Beach at the bottom of the street. The apartment is the 1st floor of a two family home (our family lives upstairs). It consists of 2 bedrooms, 2 full baths, pro kitchen, open living/dining area. The driveway can fit 2 cars (tight). There is additional parking at the bottom of the street. Please see house rules settings for holiday minimum bookings. We are pet friendly, but require case by case approval.

5 out of 5 average rating, 29 reviews

A serene outdoor area features four black Adirondack chairs arranged around a small fire pit on lush green grass. The cottage's charming exterior, highlighted by a wooden deck and American flag, is visible in the background, surrounded by trees.

Home in Sandwich

The Cape Cottage Fireplace * Kid Friendly * PetsOK

The Cape Cottage is a private, tranquil Cape Cod-style cottage nestled near historic downtown Sandwich and just 6 minutes from the ocean. Newly renovated, this home is tastefully designed with a blend of coastal, farmhouse and antique design elements. We thoughtfully curated the home's details to evoke the comforts of home and give it unique charm that pays homage to quintessential New England and Cape Cod's scenic beauty. Check out our IG @thecapecodcottage for more pictures and vibes.

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.

4.84 out of 5 average rating, 61 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

An inviting living space features whitewashed wood walls and a light-colored floor. Comfortable seating includes two sofas, complemented by a small wooden table and chairs. Unique lighting fixtures hang from the ceiling. A decorative surfboard and potted plants add to the coastal ambiance.

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!

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Popular amenities for Weymouth vacation rentals

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Stay near Weymouth's top sights

Boston Harbor Cruises52 locals recommend

Wahlburgers25 locals recommend

Derby Street Shops25 locals recommend

Hingham Shipyard Marinas24 locals recommend

Super Stop & Shop16 locals recommend

Dunkin'13 locals recommend

Other great vacation rentals in Weymouth

4.79 out of 5 average rating, 103 reviews

The exterior view of the cottage is framed by lush greenery and vibrant purple flowers. A small outdoor seating area is visible, featuring a table and chairs next to a barbecue grill. The textured siding and shingled roof highlight the charm of the beach cottage.

Cottage in Bourne

Adorable Gray Gables Beach Cottage

4.95 out of 5 average rating, 171 reviews

The living area features a stone fireplace and a flat-screen television mounted above. The space includes a mix of comfortable seating, such as a blue sofa and patterned armchairs. Exposed wooden beams and a spiral staircase add architectural interest to the cozy environment.

Cottage in Stow

White Pine Cottage

5 out of 5 average rating, 7 reviews

A two-story, light blue house is shown, featuring a well-maintained landscape with shrubs and small trees. A stone wall borders the property, and a concrete walkway with steps leads to a wooden deck at the entryway.

Apartment in North End

Beautiful and spacious lovely home

4.95 out of 5 average rating, 21 reviews

A person is seen kayaking on calm waters during sunset, with a stunning sky displaying shades of pink and orange. Nearby islands are visible in the distance, complementing the serene outdoor setting.

Home in Hull

Every room a water view updated kitchen & bath

4.84 out of 5 average rating, 31 reviews

Apartment in Brighton

The Curie-Perfect for Monthly Stays

4.97 out of 5 average rating, 111 reviews

A cozy corner features a large stone fireplace with an intricately designed wrought iron screen. Two bamboo chairs are positioned nearby, providing a relaxed seating area. Nautical-themed decor is displayed on the mantel, enhancing the beach house atmosphere.

Guest suite in Rockport

8 Bells by the Sea - Private Suite-On the Beach!

4.93 out of 5 average rating, 14 reviews

Three turquoise Adirondack chairs are positioned on a grassy area, offering a view of a natural pathway lined with trees. The scene is brightened by natural light filtering through the leaves, creating a serene outdoor environment.

Home in Wareham

Private home, secluded 6 acre lot with water view