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 favorite
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, 139 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 favorite
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

Top guest favorite
A seating area features a dark blue sofa accented with decorative pillows, alongside an armchair with a matching pattern. A round table sits in the center, while a large mirror reflects natural light from the nearby windows adorned with white blinds and a blue valance.
Guest suite in Kingston
5 out of 5 average rating, 52 reviews

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.

Guest favorite
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, 300 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 favorite
A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.
Cottage in Pocasset
4.98 out of 5 average rating, 313 reviews

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Top guest favorite
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

Top guest favorite
The exterior of a two-story white house is displayed, featuring a well-maintained lawn with a fenced yard. An American flag is positioned on the porch. Large windows are present across the front, inviting natural light. Driveway access is located beside the property.
Home in Kingston
4.91 out of 5 average rating, 34 reviews

Updated: Cozy Modern 2BR near Grays Beach

Entire home for rent, filled with modern comforts from central ac to a large sectional couch and a backyard patio/pergola with lights. Free snacks and great coffee. Cook, grill, or just use the best toaster oven ever. Play darts, PS5, Meta VR, and Nintendo Switch. Kids activities! Trampoline, swings, and fenced in yard on a quiet street. Close to highway, beaches, and historic Plymouth. This is our home, so it’s fully furnished and comfortable. Updated and well maintained.

Guest favorite
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, 158 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 favorite
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, 259 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!

Top guest favorite
Soft waves gently lap against smooth stones along a sandy beach. The tranquil water reflects the pastel hues of the sky, creating a serene coastal scene. In the distance, small waves ripple towards the horizon.
Cottage in Plymouth
4.96 out of 5 average rating, 149 reviews

Coastal Cottage — 7 min walk to private beach

BEACH COTTAGE Cozy beach cottage, walking distance to beautiful private IBIA beach. Quiet and friendly neighborhood. Great for couples or families with 1 or 2 children. Fenced in back yard with sitting area. Wonderful place to get away from it all, unwind, enjoy the beach and time with family and friends.

Top guest favorite
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, 128 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.

Top guest favorite
A comfortable bedroom features a spacious bed layered with soft linens and a textured throw. Natural light fills the room through a large window dressed with sheer curtains. A ceiling fan provides airflow, while a wall-mounted TV and minimalist decor enhance the serene atmosphere.
Guesthouse in Abington
5 out of 5 average rating, 134 reviews

Cozy In-Law Apartment

Spacious and private entire one bedroom apartment in a quiet residential neighborhood and just minutes to Route 3 and Route 24. Heart of the South Shore with train access to Boston & landmarks! Close to historic & famous spots! Located right in between the big city & Cape Cod!

Popular amenities for Kingston vacation rentals

When is the best time to visit Kingston?

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Avg. priceG$27,211 GYDG$26,165 GYDG$26,165 GYDG$31,397 GYDG$38,096 GYDG$41,863 GYDG$33,491 GYDG$34,328 GYDG$35,584 GYDG$31,397 GYDG$31,397 GYDG$27,211 GYD
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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 20 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Kingston have free parking?

    Absolutely! We offer over 20 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 20 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 160 vacation rentals in North Plymouth, over 10 vacation rentals in Island Creek Village, and over 20 vacation rentals in South Duxbury.

  • Do house rentals in Kingston have a kitchen?

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

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 G$14,652 GYD 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 & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Kingston vacation rentals include wi-fi 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!