Kingston Holiday Rentals from NZ$218: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Kingston has to offer?

The purple door at the bay. : This holiday home rental outside of Kingston is located on the waterfront, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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Holiday Rentals in Kingston

"We enjoyed our stay. The host was very responsive to our needs and I appreciate her flexible schedule"

includes taxes & fees

10 July - 11 July

"I like the fact that we were away from the hustle and bustle. The beaches are near by. And it was an overall great experience. Especially if you like secluded areas "

"The Captain’s Roundhouse was a great place to spend a relaxing week. The view is terrific and the kitchen is newly renovated."

includes taxes & fees

14 July - 15 July

"We were visiting family in Pocomoke City and this was the perfect place for us to stay. Comfortable beds. Bright and spacious. Great area! We enjoyed nice walks in the morning."

"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."

includes taxes & fees

10 July - 11 July

"Great location close to main road but quiet and removed from the busy tourist area of the island. Clean property with all the necessities. Quick and easy communication with property manager.."

"Wonderful stay excellent area"

"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"

"Met host during check-in, very friendly, helpful, checked in with us during visit. Camper very clean, equipped better than expected, located off the main Camp thoroughfare so quiet! Enjoyed our trip."

includes taxes & fees

8 July - 9 July

"Great house. Clean. Had everything we needed."

"Nice camper in a gated campground. Quiet area. Easy check in. Very helpful with any questions we had."

"Beautiful property"

"The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking for a peaceful and relaxing getaway this is the place to go! "

"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"

"I have to admit, I didn’t want to leave - so I stayed another night.The Barn itself is just absolute perfection…. Not to mention the beyond beautiful setting!I haven’t been that relaxed in years."

"Took my grandson for a weekend trip to Smith Island to celebrate his HS graduation. My daughter, also, accompanied us, since I am a 90 year old "Grammy", and need some assistance. Our cottage was clean, comfortable and had all of our needs. The host, Kim, was extremely attentive, and made our dinner the night we arrived so we could just relax. I would highly recommend Idle Hour as the place to stay on Smith Island. Pat Reynolds, Ellicott City, MD"

"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."

includes taxes & fees

8 July - 9 July

"Loft was spotless, and had everything we needed. "

includes taxes & fees

14 July - 15 July

"Had an amazing time here very piecefull and beautiful "

"This was our 2nd time staying in this home. It's so spacious and has amazing views. We loved that we were able to bring our dog, as well."

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Find out more about Kingston

Everything you need to know about Kingston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kingston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kingston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kingston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kingston. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kingston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kingston holiday rentals we have selected for you start as low as NZ$218 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kingston rentals

At Expedia, we put the best Kingston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kingston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kingston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kingston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Kingston properties

5/5 Excellent

Great place

"All of my critiques are first world problems and not worth mentioning. Great place. Great view. Great location. Friendly neighbors. Nicely located about halfway between VA and MD assateague island. If you have a mobile infant/toddler, a pack and play blocks the spiral staircase perfectly. Will be staying again. "

A verified traveller stayed at The purple door at the bay.

Posted 3 days ago

Stunning waterfront panoramic view getaway house

5/5 Excellent

Far exceeded my greatest expectations!

"This is a gorgeous property that has every possible amenity you could imagine. It is a beautiful space in a lovely and surprisingly quietneighborhood on the water with many very pretty homes. Each bedroom is incredibly well proportioned with a very comfortable bed and mattress. Giant windows afford lots of light and an outdoor feel. Certainly there is room for six people, but each person can have their own space to relax, enjoy their own space and feel like they are vacationing in a relaxed environment. "

A verified traveller from stayed at Stunning waterfront panoramic view getaway house

Posted 5 days ago

Frequently asked questions

Are there holiday rentals in Kingston?

Yes, there are holiday rentals close to the most popular sights in Kingston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Kingston has to offer?

The purple door at the bay.: This holiday home rental outside of Kingston is located on the waterfront, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Kingston?

While exploring the area, visit family-friendly sights like Delmarva Discovery Center, or get outside and enjoy nature at Maddox Island. Pocomoke Fair Grounds and Wellington Beach and Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Kingston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kingston. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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Kingston Holiday Rentals

Check prices for these dates

Holiday Rentals in Kingston

Cottage near the Bay

Cabin at Holdens Creek on Eastern Shore of VA

Stunning waterfront panoramic view getaway house

Kick back and relax at “Knot Stressed” in total comfort.

The purple door at the bay.

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

Camping at its best

Beautiful Bayfront with Sanctuary Private Beach

Vacation camper

Waterfront Historic Gem w/ Kayaks & Fire Pit

Trails End Campground 20 min-Chincoteague Island 40 min-OCMD 2 hrs-VA Beach

Walk to Main Street: Family-Friendly Crisfield Gem

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Historic home on Smith Island w/ dock!

The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Cozy Barn Loft: Country Views & Central to Beaches

Par-Lon - Private Raised Waterfront Home on the Pocomoke River

Sun Rayes - Pet friendly; Waterfront w/ Boat dock!

Find out more about Kingston

Recent reviews of Kingston properties

The purple door at the bay.

Beautiful Bayfront with Sanctuary Private Beach

The Whitehaven Hotel

Stunning waterfront panoramic view getaway house

Best Western Plus Pocomoke City

Hampton Inn & Suites Salisbury/Fruitland

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Motel 6 Pocomoke City, MD

Rodeway Inn at Somers Cove Marina

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