Vacation rentals in Kingston

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Top-rated vacation rentals in Kingston

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

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Top guest favourite
The entryway features a wooden staircase with white railings leading to the second floor. A cozy seating nook sits beside a window, adorned with decorative pillows. Light-colored walls complement the hardwood flooring, while a console table with a decorative bowl adds a welcoming touch.
Home in Plymouth
5 out of 5 average rating, 141 reviews

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.

Top guest favourite
A deck overlooks the bay, featuring two wooden lounge chairs positioned for relaxation. The tranquil water reflects the sky, with distant hills and boats visible on the horizon. The scene conveys a peaceful coastal setting, ideal for enjoying views of sunrises and sunsets.
Home in Kingston
4.84 out of 5 average rating, 109 reviews

Waterfront Rocky Nook Beach House

Waterfront 3 bedroom rental beach house on Plymouth/Duxbury/Kingston Bay, steps from private sandy neighborhood beach on quiet street. Area exceeds crowded Cape Cod for quiet vacation. Wake to fantastic views & sunrises on unique tidal bay; step out to the beach without packing a car! Downtown historic Plymouth has many new & upscale shops & restaurants, water sports; Cape Cod bridges 20 mi south, Boston 35 mi via nearby train, take ferry to Martha's Vineyard, Provincetown, Nantucket for a day

Guest favourite
A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.
Cabin in Cohasset
4.92 out of 5 average rating, 353 reviews

Lionsgate at Cohasset

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

Guest favourite
A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.
Home in Plymouth
4.9 out of 5 average rating, 301 reviews

Ocean Side, Amazing View, close to town/beach, Spa

PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

Top guest favourite
A spacious bedroom features a large king bed with a custom wood frame and soft bedding. Natural light enters through two windows with sheer curtains, and a colorful abstract art piece adorns the wall. A full-length mirror stands adjacent to the bed on a textured area rug.
Apartment in Falmouth
4.97 out of 5 average rating, 261 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Guest favourite
A spacious grassy yard is bordered by tall trees, providing shade and a serene view of the lake. Sunlight glistens on the water's surface, and a small seating area is visible in the foreground, inviting relaxation in this picturesque outdoor setting.
Home in Pembroke
4.88 out of 5 average rating, 161 reviews

Lakefront House Boston, Plymouth, Cape Cod

Directly on the lake, with spectacular year round views. Perfect for a couple’s getaway or a family vacation. Its our family lake home where many special memories have been made & more are waiting! Home is about 15 minutes to historic Plymouth, 35 minutes to Boston, 20 minutes to coastal beaches, 40 mins to Cape Cod, 8 mins to Fieldstone show park & just 1 mile from the MBTA Halifax commuter rail station-takes you right into Boston or just stay & enjoy the lake. Private water access.

Top guest favourite
A private backyard features landscaped areas with green lawn and mulch, patio stones, and seating options. Comfortable blue chairs sit under an umbrella, adjacent to a wooden dining set. A fire pit area complements the space, surrounded by lush greenery and flowering plants.
Apartment in Plymouth
4.97 out of 5 average rating, 133 reviews

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.

Guest favourite
A spacious room features a king-sized bed with a neutral quilt and decorative pillows. French doors open to a view of the outdoor area, allowing natural light to illuminate the space. A patterned area rug enhances the room's aesthetic.
Apartment in Plymouth
4.91 out of 5 average rating, 159 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!

Guest favourite
A charming cottage is displayed, featuring soft yellow siding and blue shutters. A welcoming front door is framed by greenery, while neatly arranged stones lead to the entrance. The surrounding yard is lush, showcasing various plants and flowers, set against a peaceful backdrop of trees.
Cottage in Kingston
4.87 out of 5 average rating, 260 reviews

Classic New England Beach Cottage

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!

Guest favourite
A charming pond-side house is nestled among well-manicured gardens, featuring colorful blooming azaleas. Large windows offer views of the surrounding landscape. A gravel driveway leads up to the property, with the water visible in the background under a clear, blue sky.
Home in Plymouth
4.95 out of 5 average rating, 172 reviews

1 of a Kind Pond-Front Home, Minutes from Downtown

Pond-Front property boasts unparalleled privacy and charm. 5 minutes from shopping and downtown Plymouth. Located on a peninsula of land, water views are plentiful. Both ponds are tested yearly and safe for swimming, fishing, etc. Bring your furry friend to run in the back yard, your kids to play, or simply your friends to relax and catch some sun. Opportunities are endless!

Guest favourite
The exterior of an antique home is showcased, featuring a sloped roof and neatly arranged windows with shutters. A brick pathway leads toward the entrance, bordered by manicured gardens and decorative planters. A vintage-style lamp post stands beside the path, adding charm to the welcoming front yard.
Guest suite in Plymouth
4.95 out of 5 average rating, 241 reviews

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 Patuxet, Long Beach, and Downtown.

Guest favourite
A spacious sleeping area features a king size bed with crisp bedding. Two armchairs are positioned beside a round table, illuminated by a lamp. Natural light enters through two windows with shades, complementing the neutral wall color.
Apartment in Plymouth
4.96 out of 5 average rating, 131 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.

Popular amenities for Kingston vacation rentals

When is the best time to visit Kingston?

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Avg. price$182 CAD$175 CAD$175 CAD$210 CAD$255 CAD$281 CAD$245 CAD$245 CAD$215 CAD$210 CAD$210 CAD$182 CAD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Kingston?

    Kingston has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Kingston have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Kingston. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Kingston?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Kingston?

    Experience the best of Kingston with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Kingston have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Kingston. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Kingston?

    Yes! Work meets play with ease at over 20 vacation rentals in Kingston featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Kingston have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Kingston. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Kingston?

    Make yourself at home in Kingston by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Island Creek Village, over 160 vacation rentals in North Plymouth, and over 20 vacation rentals in South Duxbury.

Quick stats about vacation rentals in Kingston

  • Total vacation rentals

    Explore 40 vacation rentals in Kingston

  • Nightly prices starting at

    Kingston vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Kingston vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kingston rentals

  • 4.9 Average rating

    Kingston stays are highly rated by guests—averaging 4.9 out of 5!