
Holiday houses in Kingston
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Top-rated holiday rentals in Kingston
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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.

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.

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.

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

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.

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!

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!

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.

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.

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 holiday rentals
Other great holiday rentals in Kingston

Sea breeze at Plymouth

New! Private Room. Ideal Location!

Arlington Craftsman Green Room, Int. Well Restored

Cozy North-Facing Room with Private Bath

Mayflower Room in Peaceful Nature Retreat

Wanderers Wing in 1684 Nathaniel Church House

The Seapine Inn Bed and Breakfast

Comfy Room
When is the best time to visit Kingston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $226 NZD | $218 NZD | $218 NZD | $261 NZD | $317 NZD | $348 NZD | $279 NZD | $286 NZD | $296 NZD | $261 NZD | $261 NZD | $226 NZD | 
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C | 
Quick stats about holiday rentals in Kingston
 - Total holiday rentals- Explore 40 holiday rentals in Kingston 
 - Nightly prices starting at- Kingston holiday rentals start at $122 NZD per night before taxes and fees 
 - Verified guest reviews- Over 2,810 verified reviews to help you choose 
 - Family-friendly holiday rentals- 20 properties offer extra space and kid-friendly amenities 
 - Rentals with dedicated workspaces- 20 properties have a dedicated workspace 
 - Wi-Fi availability- 40 of Kingston holiday rentals include Wi-Fi access 
 - Popular amenities for guests- Guests love Kitchen, Wi-Fi and Pool across Kingston rentals 
 - 4.9 Average rating- Kingston stays are highly rated by guests—averaging 4.9 out of 5! 
Destinations to explore
- Plainview Holiday rentals
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- Cape Cod
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Mayflower Beach
- Brown University
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Lynn Beach
- New England Aquarium
- Duxbury Beach
- Good Harbor Beach
- Freedom Trail
- MIT Museum
- Crane Beach
- Easton Beach
- Museum of Fine Arts, Boston
- Onset Beach
- Quincy Market
- Oakland Beach
- Prudential Center
