Vacation rentals in Kingstown

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Top-rated vacation rentals in Kingstown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Middle River

4.95 out of 5 average rating, 37 reviews

Waterfront Home with Private Beach, Stunning Views

GraceRating, 5 stars1 month ago
We stayed in George’s home to celebrate our father’s 90th birthday and had a lovely time. All rooms were very clean, the beds were comfortable, and the kitchen was fully stocked. The view out back over the water, especially at sunrise, was beautiful. The neighborhood was quiet and safe. Excellent communication and support! Thank you, George!
Guest favorite

Cottage in Edgewater

4.99 out of 5 average rating, 149 reviews

Waterfront Chesapeake Bay Sunrises w/Private Pier!

EricRating, 5 stars1 month ago
Comfortable and cozy cottage on the water. The back deck and enclosed porch was super nice and the view was amazing. Had it not been so cold during our stay we would have been outside more. Everything was as described and perfect for the two of us and my mom. The dock was easily accessible which was nice. Great stay and close to our Son we were there to visit.
Guest favorite

Home in Deale

4.96 out of 5 average rating, 28 reviews

Beautiful Waterfront Escape w/ Gorgeous Views

JanessaRating, 5 stars1 week ago
This is the perfect place for an indoor vacation with a gorgeous view. The home has everything one could need and the photos do not do the panoramic window view justice. We went during the winter and saw plentiful bird species and hope to return in the summer to enjoy the water activities.
Guest favorite

Cottage in North Beach

4.98 out of 5 average rating, 141 reviews

Bell Estates-Brand New Bay View, Beautiful Cottage

JonathanRating, 5 stars1 month ago
Daniel’s place was amazing. We stayed for Christmas and it did not disappoint. Daniel had thought of everything from appliances in the kitchen, to games both inside and out and the place was spotless. The beds were extremely comfortable and I have no complaints at all. Would recommend and happily stay again. Enjoyed morning walks along the water.
Guest favorite

Cottage in Pasadena

4.97 out of 5 average rating, 172 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

JulieRating, 5 stars2 months ago
The place is wonderful. We were down for Thanksgiving with my family and were travelling with our 2 dogs, Wally & Dolly. The location was perfect, close to Riviera Beach where our Family Thanksgiving Dinner was, very private, no noise or distractions for the dogs (that was great). The property was surrounded by water on three sides, great views! It is right next to Ft. Smallwood Park where we took the dogs for walks every day, they loved it. As for the house it was perfect for us, just about the size of our home, so that made it very comfortable for us. All one level, which made it great for us older people. It was furnished with very comfortable furniture. Lots of information about the local surroundings, things to do, and restaurants. Keith was wonderful to work with, very easy to communicate with which made the whole process very easy for us. We even had a conversation over the phone once we were in the house to make sure everything was to our liking, and we were happy !
Guest favorite

Home in Centreville

5 out of 5 average rating, 22 reviews

Water Oasis on the Eastern Shore

KatjaRating, 5 stars4 months ago
This is a beautiful property with all the amenities our group of 11 college friends needed to catch up and relax together. We loved morning coffee on the screened in porch and lounging around the pool. New hot tub was also a big bonus. Plenty of room for everyone to sleep and lounge comfortably. Thank you so much!
Superhost

Cottage in Saint Michaels

4.84 out of 5 average rating, 31 reviews

Cottage #8 Herons Nest Lg 2 rooms Under Main House

NicoleRating, 5 stars19 months ago
It’s super cute, quaint and has such character. Something for the whole family we will be back.
Superhost

Cottage in Pasadena

4.88 out of 5 average rating, 121 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

AlexaRating, 5 stars2 months ago
A nice stay with family. If you know what to expect it’s a lovely stay. The cottages are small but the scenery is beautiful. A little run down but perfectly fine just for sleeping for a weekend. We did encounter a lot of flies but we were right on the water. Overall a good stay. Definitely visit Tuggies if you love a good dive bar!
Guest favorite

Cottage in Easton

5 out of 5 average rating, 101 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

KathleenRating, 5 stars1 month ago
This was a fantastic place for a relaxing break between the holidays! I loved being right on the river, it was so serene and comfortable. The house was wonderful with the windows looking right out onto the river. I'd definitely recommend this place and hope to return. Cheryl was there to greet me when I arrived and sent great information about things to do in the area.
Guest favorite

Apartment in Betterton

5 out of 5 average rating, 15 reviews

Bayside Bungalow

PatriciaRating, 5 stars4 months ago
Great place to stay with our kids! Walked to the beach and the playground. Michele was very helpful and responsive. Would definitely stay here again!
Guest favorite

Home in North East

4.96 out of 5 average rating, 28 reviews

The Riverside Oasis

EllieRating, 5 stars1 week ago
Had an amazing winter getaway to David and Barb's spacious home! Perfect for my 30th birthday and can't wait to return in the summertime.
Guest favorite

Home in Essex

4.81 out of 5 average rating, 78 reviews

Sunset Haven on Sue Creek

LealahRating, 5 stars3 months ago
Such a charming cottage! We so enjoyed the tranquility of being on the water and found the house to be the perfect cozy place for a girls weekend!

Popular amenities for Kingstown vacation rentals

Stay near Kingstown's top sights

Evergrain Bread Company37 locals recommend
Luisa's Cucina Italiana27 locals recommend
Play It Again Sam25 locals recommend
Chester River Wine & Cheese Co.22 locals recommend
The Kitchen at the Imperial20 locals recommend
Sultana Education Foundation17 locals recommend

Other great vacation rentals in Kingstown

Guest favorite

Home in Edgewater

4.91 out of 5 average rating, 139 reviews

House in Edgewater Maryland

StephanieRating, 5 stars3 months ago
The place was exactly what we needed. Location was perfect to get to everything we needed and wanted to do. We were able to check in a little bit early, which was amazing and helpful. Would definitely stay again!
Guest favorite

Home in Deale

4.87 out of 5 average rating, 94 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

AmiRating, 5 stars4 weeks ago
Our group had such a lovely time at Shawn's home! The space itself was spacious and absolutely beautiful, even in the dead of winter. There were plenty of spaces to gather or take time alone, which was really important for our group. The kitchen was well stocked, and we had an easy time cooking our meals. The bedrooms were all nice and comfortable, and reflected the listing. Shawn was perfectly communicative and made it easy to contact her when necessary. We can't wait to return!
Superhost

Home in Wye Mills

4.91 out of 5 average rating, 11 reviews

⇚Family Getaway⇛| Lakeside + A Nature View |

LisaRating, 5 stars8 months ago
Kevin is a great host to us year after year! we love staying at his place!
Superhost

Home in Pasadena

4.85 out of 5 average rating, 54 reviews

Beautiful New Home Near Beach and Patapsco River

VeronaRating, 5 stars2 months ago
House looks even better than the pictures. Very nice, very modern and all amenities were wonderful. I am looking to come back in the summer and enjoy the lovely pool area.
Guest favorite

Apartment in Canton

5 out of 5 average rating, 27 reviews

Patterson Park Apt; Walk to Hopkins, Bars, Cafes

KimberlyRating, 5 stars3 weeks ago
Very responsive host. Apartment in fabulous location. In wonderful historic Baltimore house and neighborhood. Minor glitches addressed immediately and easily by host. If you’re looking for something fun and interesting this is it.
Guest favorite

Home in Stevensville

4.97 out of 5 average rating, 31 reviews

Carolina Cottage - 2 story, pet-free home

ValerieRating, 5 stars2 months ago
We really enjoyed our stay here - it's so inviting, spacious, and "homey", and incredibly well-stocked. Tons of pots, pans, utensils, etc for cooking. We loved the main living area, bright and open. Large primary suite, mattress is quite firm. A couple of relatives joined us for a few days, and we had fun playing some of the games. Lots of local recommendations provided in guest book - we tried Harris' Crabhouse which was very good. Also walked to the Blue Heron preserve, wonderful place for a nature walk. Host communicated well and was very responsive to questions. Hope to return in warmer weather and use the deck.
Guest favorite

Townhouse in Elkton

4.92 out of 5 average rating, 60 reviews

Bright and airy townhome with outdoor seating

WillieRating, 5 stars1 month ago
Carrie is a great host and super responsive. This home was perfect for us. Thanks Carrie!!
Guest favorite

Cabin in Lincoln

5 out of 5 average rating, 17 reviews

Private Cabin near the Delaware Beaches!

DeborahRating, 5 stars1 month ago
We enjoyed our time. We recently retired and now have a"retirement puppy" : this was Willow's first trip with us. Thanks for sharing your cabin with us. only one inconvenience was no lighting in the bedroom. maybe a floor lamp between the 2 luggage racks... it would be near the outlet 🙂 thanks again

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