Holiday houses in Kingston

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.

Location · Family · Amenities

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

Our home is just 500 ft from Nelson Beach, with a splash pad and playground and less than half a mile to popular restaurants and shops. The Mayflower & Plymouth Rock are less than a mile away. Our 2nd floor apartment has central air, hardwood floors and granite counters. There are 3 bedrooms and a small home office. Free high speed Wi-Fi, 2 TV’s with Roku sticks and Netflix, washer & dryer, and 2 off street parking spots. Lockbox for contactless entry. Our home is smoke-vape free and pet free

Location · Family · Walkability

Guest suite on cranberry bog, 1 mile from beach

Why fight the traffic to Cape Cod when you can enjoy New England's beaches, trails and seafood from beautiful Duxbury - just an hour from Boston! Our home is on a gorgeous cranberry bog surrounded by biking and walking trails and just a mile from the beach. Skylights and french doors to a private patio fill the suite with sunlight. Guests enjoy the fire pit, grill and yard in summer or hit the trails on snow shoes and sleds in winter. The bog freezes over too and is great for ice skating!

Family · Location · Checkout

Designer 2BR with Sage Kitchen & Quartz Counters

This isn't your typical rental; every inch of this two-bedroom apartment has been completely renovated with high-end finishes and a cohesive, calming aesthetic. The heart of the home is the stunning sage green kitchen, featuring crisp white quartz countertops and a functional butcher block island cart—perfect for your morning espresso or evening charcuterie. With white and green accents woven throughout the unit, the space feels bright, organic, and effortlessly sophisticated.

Kitchen · Hospitality · Comfort

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.

Value · Location · Quiet

Downtown Backyard Oasis

Enjoy easy access to everything from this perfectly located home base in downtown Plymouth. It is just a five minute walk to the 1620 Hotel, Mayflower, Plymouth Rock, beach, waterfront restaurants, Main Street boutiques & coffee shops, etc. Five minute drive to T station (in Kingston) for fun day trips to Boston without the traffic. Easy drive to Cape Cod for day trips as well! This newly renovated, yet charming, 2 bedroom first floor apartment is a perfect get away.

Location · Family · Nearby

Classic New England Beach Cottage

August 16 to 22 just opened up! NO CLEANING FEE! LESS THAN 5 MIN WALK TO THE BEACH Enjoy a fun and relaxing stay in Kingston, within a 10 min drive to the Plymouth waterfront, featuring Plymouth Rock, the Mayflower replica and many great restaurants and shops. Less than an hour to Boston and 30 mins to Cape Cod. Our cottage has a private back yard with a gas grill, patio for outdoor dining, an area for lounging & an outdoor shower. See our 200+ five-star reviews!

Value · Location · Kitchen

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.

Location · Value · Wi-Fi

Homey Plymouth Condo

This first floor Condo is the perfect place to getaway. Located on a quiet neighborhood street, Just a few houses down is a small beach. You can also enjoy the Bike path that connects Nelson Park and Cordage Park. This home is 1 mile away from downtown Plymouth. Its the Perfect location for any guests attending a wedding at 1620 or downtown Plymouth. There is one other separate unit on the second floor with longterm tenants in place, the yard is shared.

Value · Location · Barbecue

The Captain's House - Downtown Plymouth

A true downtown gem. Sparkling clean PRIVATE 1,600 sq ft HOUSE. Unbeatable location with all that Plymouth has to offer literally outside the door - restaurants, the harbor and historic sites (yet on a quiet street). Stylish, renovated 5 bedroom, 2 full bathrooms, laundry, a huge front porch and hidden backyard courtyard. Full kitchen, dining room, and living room. Park 2-3 cars in driveway. Central AC. A guest favorite that rarely disappoints.

Family · Location · Sleep quality

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!

Family · Location · Beach

Captain's Lodge- #1, Plymouth Water Front Condo

1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths with shower in each. Full large eat in kitchen + dinning and living room area. Massive outside deck over looking Plymouth harbor. Located in the heart of the historic Plymouth Water front. Short walk to the rock, Mayflower and beaches and surrounded by resturants , pubs and night life. Location offers access to all that Plymouth has to offer. Off street parking on site.

Value · Location · Parking