Kingston Holiday Rentals from €182: 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 offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable 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.

Check Kingston holiday rental availability

Holiday Rentals in Kingston

"Great stay."

"The condo is spacious, nicely decorated and clean. I enjoyed setting up my laptop in the screened-in porch and working in an office that provided amazing views. The condo was beyond what was described in the listing: I've never seen a VRBO property so well stocked with anything we might need. Ilze left clear instructions and made it easy for us to follow them. She was an absolute pleasure to deal with, very responsive when I reported an issue (not her fault, nor ours). My husband and I enjoyed a...

"The location, accommodations and the quality of the amenities were stellar. The best vacation we have spent as a family! The whole experience was best in class!"

"We came here with my 3 grandsons to watch the NASA launch. There were 7 of us total. We had a hard time finding the place because the address numbers were painted the same color as the rail they were attached to. The house looked a little run-down from the outside, but the inside was beautiful, clean, and spacious. The boys loved the backyard and the waterfront. The fire ring with provided firewood added a great time for relaxing and cooking smores. The beds were comfortable and handled our crew...

includes taxes & fees

1 Oct - 2 Oct

"We enjoyed our stay at the Purple Door. The views were spectacular and we enjoyed sitting on the deck. My husband taught my daughter to fish and she loved the dock area. We did use the amenities at Captain’s Cove and drove out to Assateague Island to see the horses. The location is tucked away from major attractions but we got used to the drive after the first day. The neighbors were friendly. Enjoyed our stay !"

includes taxes & fees

30 Sept - 1 Oct

"We had a great stay at the house! We went crabbing and fishing near by. Highly recommend house"

includes taxes & fees

1 Oct - 2 Oct

"My family had a great trip ! If you are visiting the area, this house is comfortable, quiet neighborhood, and close to everything. Everything was as described and next time we visit we will stay here."

includes taxes & fees

1 Oct - 2 Oct

"Owners were super sweet and very accomodating. Our family had the best time and created lots of memories together thanks to this beautiful place. Very relaxing and hands off feeling. They have everything needed to feel right at home. Loved all the updated features and that it was very pet friendly. "

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Other types of properties in Kingston you may be interested in

Room, 2 Queen Beds, Accessible, Non Smoking

"Check in was smooth room was clean and spacious, first time here but will stay again if I’m coming back to this area "

includes taxes & fees

20 Oct - 21 Oct

"Everything was fine! The Hotel is being renovated, but appears to be mostly done. The only item I would mention is there appears to be some putty of some type used in the bathroom for the renovations that was not totally cleaned off the shower tiles. "

includes taxes & fees

6 Oct - 7 Oct

"Front staff was amazing. Very accommodating. The room was nice but smelled a bit musty. Could have been cleaned more as there was a bottle cap and dead fly on the floor. Perhaps invest in fly traps as the fly who decided to room with us was a nuisance and tricky enough not to get swatted. Bathroom door did not close all the way but that didn’t bother us. Water pressure was great. Property area is maintained nicely. Breakfast options were surprisingly good and in a clean and welcoming area. The...

includes taxes & fees

29 Sept - 30 Sept

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, apart-hotels, 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 €182 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

Cabin at Holdens Creek on Eastern Shore of VA

5/5 Excellent

"Great stay."

A verified traveller stayed at Cabin at Holdens Creek on Eastern Shore of VA

Posted 3 days ago

Holiday Inn Express Pocomoke, an IHG Hotel

5/5 Excellent

"Everything was fine! The Hotel is being renovated, but appears to be mostly done. The only item I would mention is there appears to be some putty of some type used in the bathroom for the renovations that was not totally cleaned off the shower tiles. "

A verified traveller stayed at Holiday Inn Express Pocomoke, an IHG Hotel

Posted 11 days ago

5/5 Excellent

"Front staff was amazing. Very accommodating. The room was nice but smelled a bit musty. Could have been cleaned more as there was a bottle cap and dead fly on the floor. Perhaps invest in fly traps as the fly who decided to room with us was a nuisance and tricky enough not to get swatted. Bathroom door did not close all the way but that didn’t bother us. Water pressure was great. Property area is maintained nicely. Breakfast options were surprisingly good and in a clean and welcoming area. The bed and pillows were very comfortable. There are some rusted areas but it is much improved from my last visit here around Covid time. New management and I can see the positive difference. "

A verified traveller stayed at Econo Lodge Pocomoke City Hwy 13

Posted 13 days ago

Waterfront 3 bedroom condo. Summer has arrived, pool is open!

5/5 Excellent

Would rent again in a heartbeat!

"The condo is spacious, nicely decorated and clean. I enjoyed setting up my laptop in the screened-in porch and working in an office that provided amazing views. The condo was beyond what was described in the listing: I've never seen a VRBO property so well stocked with anything we might need. Ilze left clear instructions and made it easy for us to follow them. She was an absolute pleasure to deal with, very responsive when I reported an issue (not her fault, nor ours). My husband and I enjoyed a beautiful week escaping our very busy lives, and catching up with ourselves and with each other. Thank you, Ilze!"

A verified traveller stayed at Waterfront 3 bedroom condo. Summer has arrived, pool is open!

Posted 13 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 offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable 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 Pocomoke River State Park. University of Maryland Eastern Shore and Somers Cove Marina 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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Check Kingston holiday rental availability

Holiday Rentals in Kingston

Cabin at Holdens Creek on Eastern Shore of VA

Waterfront 3 bedroom condo. Summer has arrived, pool is open!

Creek House - Waterfront Oasis on Holden's Creek

Beautiful Bayfront with Sanctuary Private Beach

The purple door at the bay.

Deal Island Bay Cottage

Cottage near the Bay

Hidden Gem! Clean & Cozy and Family Friendly!

Breathe the Bay - Waterfront w/ Dock, Pool & Golf!

Cozy Barn Loft: Country Views & Central to Beaches

Stunning waterfront panoramic view getaway house

Historic home on Smith Island w/ dock!

Casa Del Canal is a fabulous Waterfront Vacation Home only minutes from Chincote

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

Diving Duck - Waterfront home w Hot tub & Boat dock & King Bed

Simply the best...Beautiful condo overlooking the Chesapeake bay.

Come, sit back and relax at the "Catch of the Bay"

Quaint Island Getaway

Poseidon's Oasis - Pet friendly, Screened porch!

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

Other types of properties in Kingston you may be interested in

Hampton Inn & Suites Salisbury/Fruitland

Holiday Inn Express Pocomoke, an IHG Hotel

Econo Lodge Pocomoke City Hwy 13

Find out more about Kingston

Recent reviews of Kingston properties

Cabin at Holdens Creek on Eastern Shore of VA

Home of the Terrapin King

Cottage near the Bay

Hampton Inn & Suites Salisbury/Fruitland

Motel 6 Pocomoke City, MD

Holiday Inn Express Pocomoke, an IHG Hotel

Econo Lodge Pocomoke City Hwy 13

Waterfront 3 bedroom condo. Summer has arrived, pool is open!

Econo Lodge Princess Anne

Frequently asked questions