Holiday houses in Kingston

5 out of 5 average rating, 120 reviews

Home in Plymouth

Updated Antique in Historic Downtown Plymouth

Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

5 out of 5 average rating, 43 reviews

Guest suite in Kingston

New (Built-2022) 1 Bedroom Guest home

Kick back and relax in this calm quiet, stylish newly constructed spotless former In-Law 1 bedroom apartment with kitchen, walk-in closet, large walk-in shower in the master bathroom, and 1/2 bathroom with washing machine and dryer near living room area. This new 1 bedroom was built in 2022 and is centrally located in Kingston, Massachusetts. The location is only 5 miles away from historic America's Hometown Plymouth, Massachusetts, and its waterfront and downtown tourist area attractions.

4.93 out of 5 average rating, 148 reviews

Home in Plymouth

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

4.94 out of 5 average rating, 268 reviews

Cottage in Plymouth

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove however there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house and has its own entrance w own parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY**!!

Superhost

Tiny home in Pembroke

4.86 out of 5 average rating, 111 reviews

Tiny farm house on horse farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have and many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

4.95 out of 5 average rating, 19 reviews

Guesthouse in Plymouth

Cozy private suite Plymouth

Enjoy this peaceful & cute private suite w/your own entrance through the garage. You will be w/in a 30 minute walk to downtown & 15 minute walk to Morton Park where there's a lake & areas to hike/picnic. You are a 10 minute drive from the shopping areas at Colony place or a 2 minute drive (25-30 min. walk) to more shopping, coffee shops, restaurants & the history (Plymouth rock etc.) in downtown Plymouth. Safe, quiet & friendly neighborhood. New painting, new appliances & new furniture.

4.93 out of 5 average rating, 87 reviews

Cottage in Kingston

Quiet Luxe Water Front Oasis

Amazing ocean views from nearly every spot in the house. Open layout on first floor with kitchen, dining room, living room, and sunroom with deck to ocean. Gaze at the water as you work at the desk, cook your meals, or lounge on one of the two first floor couches. There's a half bath downstairs as well, and books and games to enjoy. The second floor features two bedrooms and full bathroom. Both bedrooms have ocean views; the master is your calming tranquil oasis next to the sea.

Superhost

4.75 out of 5 average rating, 63 reviews

Penthouse Pet Friendly Pond Front Inn

This peaceful, exclusive Pond front penthouse apartment sleeps four guests comfortably, with all the amenities needed for a great getaway! You're a stone's throw from the Plymouth Rock, Plantation, Boston, Cape Cod, Nantucket, & Martha's Vineyard, along with all the restaurants and shops along the waterfront. There is a walking path for pets around an adjacent cranberry bog. We have swimming, kayaking, fire pits, private patio, and beach for all your outdoor pleasure!

4.92 out of 5 average rating, 130 reviews

Remodeled Studio Apartment in Downtown Plymouth

Come experience the charm and rich history of “America’s Hometown!” Get transported back in time in an 1887 colonial home located in the heart of downtown Plymouth. Enter through the French doors into a recently remodeled studio apartment with a full kitchen, full bath and king-sized bed. All the modern comforts you could ask for in a quaint and cozy rental. Walking distance to restaurants, shopping, Plymouth Rock, the Mayflower and more!

4.86 out of 5 average rating, 58 reviews

Luxury Ocean View Corner Condo on Plymouth Harbor

1-bedroom condominium located right in the heart of downtown Plymouth on the waterfront. Enjoy an Ocean View overlooking Plymouth Harbor. Located at 150 Water Street, this condo is available starting July 2021! This room is located directly across from Anna's Harborside where you can find live music all weekend long during the summer. This 1-bedroom suite offers a private deck, full kitchen, dining table, tv, full bathroom and more.

4.96 out of 5 average rating, 224 reviews

Guest suite in Plymouth

Comfortable & Historic Plymouth Suite

Our place is perfect for couples or single guests who are looking to enjoy Plymouth for all of the scenic and historic opportunities it has to offer. This space is part of our antique home, yet guests will be able to enjoy their privacy. We are centrally located between Plimoth Plantation, Long Beach, and Downtown.

4.97 out of 5 average rating, 94 reviews

Historic Downtown Plymouth

Enjoy the elegance and history of downtown Plymouth. This studio apartment has a separate full kitchen and a combined living/sleeping space. Beautifully private yet located in a antique historical building just steps from Plymouth Rock, the Mayflower, downtown shops and restaurants.

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Other great holiday rentals in Kingston

4.95 out of 5 average rating, 20 reviews

Home in Wareham

The Perfect Restful Retreat

SarahRating, 5 stars5 days ago

Kristen was great! Very responsive and catered to our needs! House was great and looked just like the pictures! Can’t wait to visit again!

Guesthouse in Duxbury

5 out of 5 average rating, 3 reviews

Duxbury guest house

NancyRating, 5 stars2 weeks ago

We had a fantastic stay at Elizabeth’s guest house! She met us at our check in and was very friendly! Her guest house is brand new and beautifully appointed. The kitchen is brand new and beautiful as our the very nice bathrooms. There are 3 large tvs. We are very happy to have found her place as we visit Duxbury often. Thank you very much for the very comfortable and easy stay!

5 out of 5 average rating, 9 reviews

Cozy Space w/ AC & Office, Walk to Beach/ Downtown

MartinRating, 5 stars2 weeks ago

We stayed for two nights at this Airbnb, and one word comes to mind: perfect. The house was spacious, spotless, beautifully decorated, and incredibly comfortable. Its location was ideal—within easy walking distance of just about everything we needed. Julie was a truly exceptional host. She was thorough, thoughtful, and incredibly well-prepared. As visitors from the Netherlands, we especially appreciated the international adapters she provided—such a considerate detail. Communication with her was seamless; she was kind, responsive, and helpful throughout our stay. This home was everything we needed for a relaxing getaway during the Massachusetts leg of our U.S. trip. If we ever find ourselves back in the area, we wouldn’t hesitate to book with Julie again.

5 out of 5 average rating, 5 reviews

Downtown 2BR with ocean views, yard, and parking!

SiddharthRating, 5 stars3 weeks ago

Beautiful apartment walkably close to several historical spots and museums in Plymouth. Patrick's place was very comfortable for our family of 3 - cheerful, plenty of room, beautiful views of Plymouth harbor, fully functional kitchen, and real good quality firm mattresses on the beds!! The street outside does get the odd loud car, which light sleepers will notice; but we got used to it pretty quickly and our baby slept great. Lastly - Patrick is the ideal host, very responsive and made things easy throughout our stay. We absolutely loved our trip and would definitely stay again!

Home in Plymouth

5 out of 5 average rating, 3 reviews

Historic Family Home!

CheriRating, 5 stars1 week ago

This place was just what we all (3 families) wanted. Lots of places to hide from each other yet 2 rooms to gather in. The house was clean, roomy and sunny ... just like the pictures. We walked downtown which was only a 1/2 mile away. Sat on the front porch and watched traffic and then went to the back and sat in the quiet spots. We didn't have to speak to the owners much as everything was well written. I am looking forward to coming back!

5 out of 5 average rating, 7 reviews

Historic district Plymouth APT

StephanieRating, 5 stars1 week ago

Loved this spot! Very clean and conveniently located to be able to walk to a variety of things. Easy check in and check out. Highly recommend!

Home in Plympton

4.7 out of 5 average rating, 123 reviews

The Black Walnut House

SeanRating, 5 stars1 month ago

We had booked the home while we were attending a wedding at the Lakehouse in Halifax. The home was better than described if you enjoy the charm and nostalgia of a lovingly restored antique home then this is the place to stay. The details within the home were beautiful the woodwork throughout the home were amazing. There was more than enough room for our party of eight and everyone enjoyed their time. The hosts made sure that if we needed anything that they were available but we honestly didn’t need anything. If you have an event at the Lakehouse venue I can’t recommend enough a stay at the Black Walnut House you won’t be disappointed and the proximity to the venue makes this an ideal place to stay. Jen and Mike we thoroughly enjoyed our stay in your home. Thanks, Sean