Guesthouse vacation rentals in Plymouth County

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Top-rated guesthouse rentals in Plymouth County

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Top guest favorite
A spacious loft area features a cozy seating arrangement with a dark sofa and a bright yellow armchair. Bookcases lined with books and decorative items occupy the walls, while a large area rug adds warmth to the wooden floor.
Guesthouse in Sandwich

Nautical loft guest house with hot tub and sauna

Keep it simple at this peaceful and centrally-located space. Walking distance to several downtown shops and restaurants, and only one mile from the beach, this loft boasts skylights, cedar hot tub and sauna, outdoor shower and full kitchen. If you are traveling through Sandwich, this loft is a must-see. We recommend this space for two people. While you can technically fit 4, it is quite crowded. If you plan to use the hot tub or sauna, please let us know in advance so we can set it up for you.

4.94 out of 5 average rating, 122 reviews
Guest favorite
Guesthouse in Dorchester

Prime City Location: Private Suite-separate entry.

This quiet residential neighborhood has easy access to a transportation hub (subway/bus/trolley/taxi), is 7 miles from the airport and has restaurants and services nearby - many within easy walking distance. My Codman Hill neighborhood is a premium area and represents the best of suburbia in the city. The neighborhood hosts primarily single and double deck family homes. This community has historic Victorian houses, access to pristine city beaches, the JFK Library and many historic interests.

4.89 out of 5 average rating, 156 reviews
Top guest favorite
A view from a window showcases vibrant pink and white flowers in window boxes, framing a serene lake scene. Beyond the flowers, the calm water reflects the gentle colors of the sky, while white Adirondack chairs are positioned on a deck that extends over the pond.
Guesthouse in Plymouth

Charming Pond-Front Boathouse

Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.

4.94 out of 5 average rating, 150 reviews
Top guest favorite
A charming waterfront studio cottage is situated amidst greenery, featuring a white porch with steps leading to the entrance. The exterior is accented by large windows and a peaked roof, surrounded by landscaped paths and flowering plants under clear blue skies.
Guesthouse in Pocasset

Waterfront Cottage / Your Cape Escape

Welcome to our fabulous, waterfront, studio cottage! Come relax and recharge at our beautiful property on Pocasset River, just five miles from the Bourne Bridge. Warm water beaches, bike paths, scrumptious restaurants and fun night spots are abundant and close by :) A lovely village awaits at your doorstep; walking distance to everything you’d ever need! Your accommodating hosts, Mary Ellen & Dan respect your privacy, but are most delighted to help in anyway to make for your perfect stay!

4.99 out of 5 average rating, 104 reviews
Guest favorite
A bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.
Guesthouse in Weymouth

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

4.96 out of 5 average rating, 105 reviews
Guest favorite
Guesthouse in Freetown

Knotty by Nature Waterfront Cottage off hwy 24

Escape to the tranquil beauty of the Assonet River with a stay in this charming second-floor getaway. The home features a covered deck that's perfect for enjoying your morning coffee or unwinding in the evening while taking in the stunning views. You'll find a spacious living space and a fully equipped kitchen, providing everything you need for a relaxing getaway. This serene retreat is perfect for business travel, couples or families looking for a peaceful escape. Travel nurse friendly.

4.92 out of 5 average rating, 12 reviews
Guest favorite
Guesthouse in Plymouth

Stylish Artist Cottage Near Beach &Plimoth Patuxet

Walk to dog-friendly Plymouth Long Beach or Plimoth Patuxet from this renovated 1800s coastal cottage and former artist’s studio that blends New England Charm and modern comfort. Thoughtfully designed with curated antiques, cozy interiors, a private seashell patio, Solo Stove, grill, outdoor shower, and games, The Dory is an intimate retreat for couples, beach weekends, wedding stays, and slow New England getaways just minutes from downtown Plymouth, the harbor, shops, and restaurants.

4.91 out of 5 average rating, 33 reviews
Top guest favorite
The living area features a light-colored sofa and matching armchairs, arranged around a central coffee table. A stylish rug anchors the space. Natural light is filtered through two windows, and decorative starfish are mounted on the wall, adding a coastal touch.
Guesthouse in Cohasset

Lovely 1 Bedroom Guest House. Downtown Cohasset

Lovely guest house. Newly renovated, nicely furnished & clean. Spacious living room/dining room with fully equipped kitchen. Large 1 bedroom & 2 full baths. Convenient location--walk to downtown, harbor, restaurants, churches and the Common. Train to Boston"s South Station 5 min away. Cohasset is the quintessential New England seaside village located on the South Shore of Massachusetts between Boston and Cape Cod. Host lives next door on property.

4.99 out of 5 average rating, 170 reviews
Top guest favorite
A cozy bedroom is presented, featuring a spacious bed layered with a checkered blanket. Soft lighting complements the white bedding. Two framed botanical prints adorn the wall above the bed, while a small round table stands beside it, enhancing the room's inviting atmosphere.
Guesthouse in Plymouth

Cozy studio in Plymouth

Coastal Charm Meets Cozy Comfort – Your Perfect Getaway Awaits! Beautifully designed studio just 3 minutes from the beach just cross the street! Vintage Farmhouse style – Fully renovated space with a well-equipped kitchen, modern bathroom, and cozy bedroom. Peaceful location surrounded by nature. Perfect for relaxing, unwinding, and enjoying the coastal lifestyle. 18 Minutes to downtown, restaurants, and shops — the ultimate coastal retreat!

4.99 out of 5 average rating, 100 reviews
Guest favorite
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

4.89 out of 5 average rating, 200 reviews
Top guest favorite
The exterior of Salt Tide Cottage is shown, featuring a white-sided structure with a dark blue door and a large star decoration. A small seating area with two chairs and a table is positioned in front, surrounded by well-maintained green grass and trees.
Guesthouse in Barnstable

Cottage in Centerville (BEACH PASS)

Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with hammock. Just a short walk to the ocean, beaches, the library and the general store.

4.88 out of 5 average rating, 176 reviews
Top guest favorite
A scenic view of the ocean at sunset is captured, featuring soft hues of orange and pink in the sky. A bench is positioned on the shoreline, while lush greenery and low bushes frame the foreground, creating a serene atmosphere.
Guesthouse in Scituate

Oceanview 2 bedroom 2 bath!

Ocean-front 2-bedroom guest home. Each bedroom has its own access to the deck overlooking the ocean! Beaches are walking distance in either direction. Scituate's a charming town. Within a 5-minute drive: * Scituate downtown with shops and restaurants and a great view of the harbor * Scituate's picturesque lighthouse * A public golf course.

5.0 out of 5 average rating, 36 reviews

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