Guesthouse vacation rentals in Plymouth County

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Top-rated guesthouse rentals in Plymouth County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Barnstable

5.0 out of 5 average rating, 111 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

Sep 3 – 10

G$93,283 GYD per night

Guest favorite

Guesthouse in Wareham

4.97 out of 5 average rating, 32 reviews

Private Guest Suite Canine friendly!

*PLEASE READ THE LISTING THOROUGHLY BEFORE BOOKING* very private guest suite. Perfect for single travelers, couples or small families. (Children accommodations available) This suite is DOG friendly (please no cats). outside yard that is extremely private! Newly renovated inside space with details and HEATED FLOORING! Ethernet wifi. Great proximity to Cape cod , Boston, Providence, Plymouth. Plenty of local beaches in area. 5 min from Water Wizz *THERE IS NO KITCHEN* * ONE PARKING SPOT ONLY*

Mar 25 – Apr 1

G$20,585 GYD per night

Guest favorite

Guesthouse in Scituate

4.98 out of 5 average rating, 59 reviews

Serenity House

Take a deep breath while relaxing on this 1+ acre wooded estate surrounded by the Hubbell Woodland Preserve and the Hatherly Golf Course across the street. Walk along seaside estates that greet you on your way to swim at Minot Beach which is a short walk away. Ride your bike to Cohasset Harbor while taking in the view of the fishermen catching lobsters and have dinner at the local restaurants. Listen to the waves and smell the salty ocean air and relax and sleep peacefully at Serenity House!

Apr 4 – 11

G$25,345 GYD per night

Guest favorite

Guesthouse in Wareham

4.97 out of 5 average rating, 91 reviews

Behind Home Plate

Welcome to Behind Home Plate. Summer home to a Cape Cod Baseball League future major leaguer. This studio cottage is located in Indian Mound Beach community with a bay beach at the end of the street. Bring your bikes because the Cape Cod Canal and Onset Village are only minutes away. Easy access to Plymouth, Cape Cod, Boston and Providence. Golf is only minutes from here along with many great restaurants. What a great place to make home base while you explore this area with so much to enjoy.

Nov 20 – 27

G$20,599 GYD per night

Guest favorite

Guesthouse in Plymouth

4.93 out of 5 average rating, 114 reviews

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.

Oct 1 – 8

G$71,770 GYD per night

Superhost

Guesthouse in Abington

4.89 out of 5 average rating, 38 reviews

1 Br Entire Unit Boston South Shore w/ MBTA access

ENTIRE UNIT, 1 BEDROOM APARTMENT. Heart of the South Shore with train access to Boston & landmarks! Close to historic & famous spots such as Plymouth Rock & Plantation! Located right in between the big city & Cape Cod! 1.5 mi to the Commuter Rail Station | MBTA Kingston Line 6 miles to the Braintree Stop | MBTA Red LINE Take the train to Downtown Boston, Fenway Park, Freedom Trail, Harvard University, MIT, Park Street! Day trip accessible to the islands of Martha’s Vineyard & Nantucket!

May 2 – 9

G$28,041 GYD per night

Superhost

Guesthouse in Bourne

4.78 out of 5 average rating, 122 reviews

Rustic Carriage House by the Sea

This is an authentic small old Cape Cod rustic carriage House. Which is charming, antique and unique. It is in a beautiful one-of-a-kind location. Loaded with cozy fun. A great getaway any time of the year! The Carriage house is walking distance away from beautiful Hens cove and is near many activities, Bike paths, the canal, the ferry, hiking, fishing, and many restaurants. Great for pet friendly Families, a couple of couples, friends that want to stay together, and bigger groups.

Dec 28 – Jan 4

G$31,316 GYD per night

Guest favorite

Guesthouse in Cohasset

5.0 out of 5 average rating, 52 reviews

Sparkling new guesthouse 5 min from downtown

Newly renovated studio apartment over two car garage with separate entrance and parking for up to 2 cars. Bright, quiet, and clean, the space features high ceilings, new carpeting and furniture, new king sized Casper mattress, a sizable bathroom with heated floors, large shower with bench, convenient kitchenette with mini fridge, microwave, and coffee maker. Ideal for guests of local weddings, New England tours, family visitors, or just a getaway, this rental is one of a kind!

Mar 11 – 18

G$34,339 GYD per night

Guest favorite

Guesthouse in Brockton

4.9 out of 5 average rating, 21 reviews

Majestic home in Brockton

Welcome to our house, we offer a bright and cozy guest house. Ideal for 4 or 5 people looking for the perfect space. Our modern guesthouse is in a beautiful and quiet neighborhood designed to take into consideration every detail you need to enjoy your stay in Brockton. supermarket, & pharmacies. Within 3 miles you have an MBTA commuter station and a Westgate shopping center. This place has been professionally cleaned, and sanitized after each use. Feel free to text me anytime.

Sep 19 – 26

G$23,209 GYD per night

Guest favorite

Guesthouse in Cohasset

4.98 out of 5 average rating, 105 reviews

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.

Oct 10 – 17

G$41,171 GYD per night

Guest favorite

Guesthouse in Marshfield

4.98 out of 5 average rating, 51 reviews

Adorable 1 bedroom guest house with ocean view

Take it easy at this unique and tranquil getaway with an amazing ocean view. Enjoy the oversized deck for sunning, and grilling. 1 Queen bedroom and a pull out sleeper sofa in the family room with TV and WiFi. Kitchen includes basic appliances: mini-fridge, microwave, Keurig, toaster, toaster oven, air fryer, and portable cooktop. Amenities include use of sand volleyball court, linens and towels, window A/C, water toys, and 1 parking spot.

Aug 21 – 28

G$60,037 GYD per night

Guest favorite

Guesthouse in Sagamore Beach

4.99 out of 5 average rating, 300 reviews

The Guest House

The Guest House is free standing with a private entrance, loads of amenities and less than 300 yards from Cape Cod Bay. The two-story, farmhouse exterior has an open floor plan, modern cottage design, fully equipped kitchen, and private courtyard with Weber grill, wood fireplace and dedicated driveway. Guest privacy is a priority. Dogs under 75lbs welcome. There is a onetime fee of $150. This includes emotional support animals (ESA).

Dec 30 – Jan 6

G$48,795 GYD per night