Kent Island Cabin Rentals

A coastal town with a marina, a bridge, and a highway.

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Recommended hotels in Kent Island

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

HK$2,062 total

includes taxes & fees

15 Nov - 16 Nov

A large, two-story barn-style building with a covered front porch and a garage.

2. Kent Island Resort

Stevensville

Bethany

HK$1,325 total

includes taxes & fees

16 Nov - 17 Nov

A lighthouse with a white exterior, a balcony, and a metal roof.

3. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Michelle P.

HK$2,235 total

includes taxes & fees

18 Oct - 19 Oct

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

4. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

Rebecca B.

HK$2,287 total

includes taxes & fees

21 Oct - 22 Oct

A single-story house with a patio area, a picnic table, and outdoor seating.

5. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

barbara s.

HK$10,393 total

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

6. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

HK$9,891 total

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a red roof, a brick chimney, and a small porch.

7. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

"The house was clean. It is clear someone lives there full time and vacated the house for our stay. Their food and clothes remained in the property. It did not bother us, but not something we expected. The AC worked well. The owner communicated there were issues before we arrived that they were working to fix and left the number of the contractor in case we experienced issues. We were there the hottest weekend so far this year and did not have any issues. It does look like they are still...

Michele F.

HK$8,268 total

includes taxes & fees

20 Oct - 21 Oct

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

8. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Marc

HK$862 total

includes taxes & fees

15 Nov - 16 Nov

A multi-story hotel with outdoor seating areas and a dock extending into the water.

9. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

HK$1,324 total

includes taxes & fees

27 Oct - 28 Oct

10. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

HK$1,278 total

includes taxes & fees

3 Nov - 4 Nov

11. Best Western Kent Narrows Inn

Grasonville

Wesley

HK$783 total

includes taxes & fees

8 Nov - 9 Nov

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

12. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

HK$737 total

includes taxes & fees

15 Nov - 16 Nov

A historic brick building with a red roof, multiple windows, and a central staircase.

13. Historic Inns of Annapolis

Historic District

Jennifer

HK$1,035 total

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a porch, a front door, and a small garden area.

14. The Wildset

Downtown St. Michaels

Sarah

HK$2,173 total

includes taxes & fees

10 Nov - 11 Nov

A waterfront property with a grassy lawn, white chairs, a dock, and a large building with multiple windows and a flag.

15. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

HK$4,583 total

includes taxes & fees

10 Nov - 11 Nov

A row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.

16. Queenstown Harbor Golf Resort

Queenstown

HK$3,329 total

includes taxes & fees

1 Nov - 2 Nov

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

17. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

HK$946 total

includes taxes & fees

18 Oct - 19 Oct

A large building with a swimming pool, dock, and green surroundings.

18. The Tilghman Island Inn

Tilghman

William

HK$1,597 total

includes taxes & fees

19 Oct - 20 Oct

19. Village Inn Annapolis MD

Annapolis

"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."

Keith

HK$742 total

includes taxes & fees

27 Oct - 28 Oct

A hotel entrance with a covered walkway, a flag, and a landscaped area with trees.

20. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

HK$850 total

includes taxes & fees

15 Nov - 16 Nov

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Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."

Historic Inns of Annapolis

10/10 Excellent

"The convenience to downtown was the biggest plus for me. The Maryland Inn is on Main street so shopping and dining are an easy walk. I was in town for the Annapolis boat show so walking to and from the show was a fairly easy commute. The hotel was very clean, my room was well maintained each day. The only issue I had was the TV was not working but upon notification, it was fixed right away. Otherwise I'd say the only other thing that visitors will be surprised with is Check in is located at another hotel (all tied to same company), so there is a short walk to this property if you are getting dropped off. Overall impression - This is an OLD historic building and hotel - actually a meeting spot for the Annapolis Ghost Tours :-). So set your expectations for that, it is not an upscale, modern resort hotel experience. For me, it was perfect, and much better than some of the rental houses I've stayed in over the years. If you're excited about historic places and buildings, this will be a great experience for you."

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"This place was wonderful for family get togethers. So incredibly home-y! Beautiful views from every window. The place is better stocked than any home I’ve ever rented and we’ve stayed in over twenty across the USA. Tissues in every room. Can never find tissues in other rentals! Also paper products, foil, every possible cookware and dish available for use. Loads of drawer and closet space if you like to unpack. Beautiful landscaping and waterfront views. Even the driveway was landscaped perfectly. I am a bird watcher / listener and the birds sing their hearts out in the trees surrounding the property. We utilized the kayaks and super wide paddleboard. We put the crab traps out and caught two dozen crabs. We all had fun and spent quality time together. Best rental experience EVER! Host Hal was very responsive to any questions we had too!"

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Find out more about Kent Island

Kent Island Cabin Rentals information

Number of reviews	5,013
Accommodation	0 Cabin Rentals
Lowest Price	HK$737
Highest Price	HK$10,393

Frequently asked questions

Are there cheap cabins on Kent Island?

For an unforgettable escape in Mother Nature, you can't top our cheap cabins on Kent Island. Wake up to the sound of birds twittering from one of our cozy stays priced from HK$737 to HK$10,393 per night. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the highest-rated cabins on Kent Island?

Expedia cabin travelers keep returning to Vintage Cabin In The Of Middletown. This knockout comes with lots of useful amenities including a barbecue grill and a pet-friendly room. It won't take you much time to see why Cottage By The Sea With Spectacular Sunsets Overlooking The Chesapeake Bay is also a hit with visitors. Conveniences like a deck and a TV will help make your stay more comfortable.

Why should I book a cabin on Kent Island?

For a getaway in the great outdoors at an impressive price, you can't beat a cabin. Imagine waking to the sounds of wildlife and then wandering onto your deck to be surrounded by dreamy views. Rent a cabin on Kent Island and wave goodbye to the busy routine of modern life. Whether they're by a lake, river, beach or mountain, cabins offer a uniquely relaxing experience that you won't find anywhere else.

What are the top nature cabins on Kent Island?

If you're able to haul yourself away from the coziness of Vintage Cabin In The Of Middletown, you're in for a treat. One of our most sought-after nature cabins on Kent Island, it offers superb access to the outdoors and amenities such as a barbecue grill and a pet-friendly room. Cottage By The Sea With Spectacular Sunsets Overlooking The Chesapeake Bay is another recommendation. Rustic charm, a deck, a TV ... This escape has it all.

What are some of the best cabins near Chesapeake Exploration Center on Kent Island?

Escape to a cabin on Chesapeake Exploration Center and explore this popular attraction at your own pace. Vintage Cabin In The Of Middletown is one of the best options and comes with amenities designed to make your stay enjoyable. A barbecue grill and a pet-friendly room are only the start. You also can't go wrong with Cottage By The Sea With Spectacular Sunsets Overlooking The Chesapeake Bay. A vacation in Mother Nature doesn't mean you'll go without, so you'll find a deck and a TV here.

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Search Cabin Rentals in Kent Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Kent Island

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

3. Charming Coastal/Country Home w/3 Acres & Sauna!

4. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

5. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

6. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

7. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

8. Holiday Inn Express Annapolis East-Kent Island by IHG

9. Hyatt Place Kent Narrows & Marina

10. Hilton Garden Inn Kent Island Marina

11. Best Western Kent Narrows Inn

12. Quality Inn Grasonville near Kent Island

13. Historic Inns of Annapolis

14. The Wildset

15. Inn at Perry Cabin

16. Queenstown Harbor Golf Resort

17. DoubleTree by Hilton Hotel Annapolis

18. The Tilghman Island Inn

19. Village Inn Annapolis MD

20. Holiday Inn Express & Suites Annapolis by IHG

Find holiday rentals that suit your style

Top Kent Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

Find out more about Kent Island

Kent Island Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia