
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.

Ocean View Cottage
Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove 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 with its own entrance w parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY / 450 LB LIMIT COUCH

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 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!

Cozy Modern 2BR near Grays Beach
Entire home for rent, filled with modern comforts from central ac to a sectional couch and a backyard pergola/patio. Free snacks and coffee. Cook, grill, or just use the best toaster oven ever. Darts, PS5, Meta VR, and Nintendo Switch 2. Kids activities! Trampoline, swings, and fenced in yard on a quiet street. No house parties. Close to highway, beaches, and historic Plymouth. This is our home when not rented. It’s fully furnished and comfortable. Updated throughout. 1 bathroom, upstairs.

Clear Pond Pet Friendly Retreat
Welcome to our beautifully renovated pondfront retreat —Private Residence on a Pondfront Estate. The perfect peaceful getaway experience near Plymouth that comfortably sleeps six! This pet-friendly escape offers the best of relaxation and outdoor adventure all in one place. Enjoy kayaking, boating, and fishing right from your private beachfront along the pond. Spend your mornings walking the scenic trails with your dogs, and your evenings gathered around the fire pit under the stars.

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.

Beautiful Lakeside Apt between Boston and Cape Cod
Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

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.

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.

Captains Quarters
A Bright and sunny home with two bedrooms, a spacious living area with an open kitchen and dining room to enjoy family fun. This home is perfectly located in Plymouth where tourism options are endless, ten minutes away from Plymouth beach, downtown Plymouth and the waterfront area or explore the south side of Plymouth fifteen minutes away from manomet beaches pine hills golf course and others. Cape Cod beaches approx half hour away.

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!
Popular amenities for Kingston holiday rentals
Other great holiday rentals in Kingston

Adorable Lake Front Cottage

Rocky Nook Beach House

Welcome to Casa Mayflower

Hidden Gem Downtown Plymouth Quiet Street 7 homes

Designer Cottage, Historic, Coastal Duxbury

The Irish Crew

Cape Guesthouse in the Trees by Beach & Bikepath

`Unique and private in-law!
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.
How much does it cost to stay in apartment rentals in Kingston?
Experience the best of Kingston with our apartment rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Kingston?
Yes! Work meets play with ease at over 30 vacation rentals in Kingston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Kingston?
Make yourself at home in Kingston by choosing from our most frequently booked neighborhoods. We have over 170 vacation rentals in North Plymouth, over 20 vacation rentals in South Duxbury, and over 10 vacation rentals in Island Creek Village.
Do apartment rentals in Kingston have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Kingston. Enjoy a tailored experience with all the comforts you desire.
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.
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.
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.
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 $157 NZD per night before taxes and fees

Verified guest reviews
Over 2,620 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Kingston holiday 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!
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- Cape Cod
- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Mayflower Beach
- Boston Convention and Exhibition Center
- West Dennis Beach
- New England Aquarium
- Freedom Trail
- Craigville Beach
- Onset Beach
- MIT Museum
- East Sandwich Beach
- Crane Beach
- Duxbury Beach
- Boston College
- Roxbury Crossing Station
- Northeastern University





