Kingston Vacation Rentals

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Browse Select Kingston Vacation Homes

Cottage near the Bay

9.0 out of 10, Wonderful, (38)
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun. "
The price is CA $111
CA $259 total
includes taxes & fees
Aug 3 - Aug 4
Cottage near the Bay

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

10.0 out of 10, Exceptional, (27)
"We have family in the area and this was our second time staying at Knot Stressed while we visited them. It's the perfect size for our family of 4. It's clean, quiet, and equipped with all the necessities. We loved walking around the neighborhood and out to the water. We'll stay here every time we come to visit."
Kick back and relax at “Knot Stressed” in total comfort.

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The Captain’s Roundhouse was a great place to spend a relaxing week. The view is terrific and the kitchen is newly renovated."
The price is CA $533
CA $1,138 total
includes taxes & fees
Aug 6 - Aug 7
Stunning waterfront panoramic view getaway house

The purple door at the bay.

9.4 out of 10, Exceptional, (49)
"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 It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is CA $240
CA $650 total
includes taxes & fees
Aug 24 - Aug 25
The purple door at the bay.

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (20)
"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!"
Beautiful Bayfront with Sanctuary Private Beach

Waterfront Historic Gem w/ Kayaks & Fire Pit

8.8 out of 10, Excellent, (3)
"Great house. Clean. Had everything we needed."
Waterfront Historic Gem w/ Kayaks & Fire Pit

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (1)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

Anchor's Away - Waterfront, Pet Friendly, Pools!

Anchor's Away - Waterfront, Pet Friendly, Pools!

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

10.0 out of 10, Exceptional, (32)
"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."
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

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

8.6 out of 10, Excellent, (46)
"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."
Sun Rayes - Pet friendly; Waterfront w/ Boat dock!

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

9.8 out of 10, Exceptional, (11)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is CA $262
CA $417 total
includes taxes & fees
Jul 30 - Jul 31
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Cozy Barn Loft: Country Views & Central to Beaches

10.0 out of 10, Exceptional, (18)
"Loft was spotless, and had everything we needed. "
The price is CA $184
CA $357 total
includes taxes & fees
Aug 6 - Aug 7
Cozy Barn Loft: Country Views & Central to Beaches

Robert's Retreat - Brand new home w/ gorgeous water views!

6.0 out of 10, (1)
"The place was extremely clean and a great place for our family. The downside was that it was completely empty of staples like salt & pepper etc and far away - 20 minute ride to get those things. Some things that they provided- dishwashing pods did not last for 10 people for our stay. I think it would be great if a few staples were provided."
Robert's Retreat - Brand new home w/ gorgeous water views!

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Cute quiet"
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Quaint Island Getaway

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay. The property was clean and cozy."
Quaint Island Getaway

The Baywatch Bungalow in Captain's Cove - just 20 min. to Chincoteague Island!

9.6 out of 10, Exceptional, (14)
"Perfect, well appointed home in a beautiful, serene location. We loved staying here and hope to return soon."
The Baywatch Bungalow in Captain's Cove - just 20 min. to Chincoteague Island!

Creek House - Waterfront Oasis on Holden's Creek

9.6 out of 10, Exceptional, (9)
"Beautiful Home, Great Location, Great Communication with Vrbo and the owner. All appliances were up to date and easy to use. "
Creek House - Waterfront Oasis on Holden's Creek

Secluded waterfront getaway with hot tub,fire pit, and private dock.

10.0 out of 10, Exceptional, (7)
"Beautiful house and great location! We really enjoyed our time. Would definitely recommend to others."
Secluded waterfront getaway with hot tub,fire pit, and private dock.

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

2.0 star property
9.8 out of 10, Exceptional, (8)
"Very clean and charming home we will be back again! "
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Riverfront Gem w/ Fire Pit in Eden

10.0 out of 10, Exceptional, (1)
"We srayed at this property due to number of guests and proximity to the college. It was a great mix of old and new. This house was wonderfully appointed and everyone enjoyed their stay. The views were spectacular and we had everything we needed and more. It was unexpectedly remote, but once we got used to it, it was barely noticeable. We are even considering staying here again "
Riverfront Gem w/ Fire Pit in Eden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kingston Hotel Reviews