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Top Kent Island Resorts & Hotels with Spas

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (403)
"Beautiful property with a pool,
spa
and lots of places to relax. "
Lauren
$228 nightly
The price is $253
Aug 24 - Aug 25
Total includes taxes and fees
The Inn at Chesapeake Bay Beach Club

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10.0 out of 10, Exceptional, (193)
"The property was incredible and John was a great host. We enjoyed the pool,
hot tub
, and boating from the house’s dock to Kent narrows many dock bars and restaurants as well as St. Michaels. My only complaint is that we didn’t stay longer, as we enjoyed every minute."
Greg O.
Island Life! Kent Island Waterfront with Pool-Bring your boat!

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (105)
"Amazing stay great place very clean very friendly staff. Nice pool great restaurant with a wonderful bartender."
David
$260 nightly
The price is $284
Jul 27 - Jul 28
Total includes taxes and fees
Kent Island Resort

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

9.8 out of 10, Exceptional, (10)
"This property is a perfect private getaway that nestled on an expansive property. It’s minutes from all the Bay Bridge, retail, and restaurants, but in a perfectly quiet country setting. The property features high quality linens, excellent mattresses, fast wifi, and pleasantly decorated. The owner was very attentive and made sure we had all we needed. One sweet touch was a welcome basket that included snacks and toiletries that travels often forget. I would definitely recommend this quaint and...
Charles N.
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10.0 out of 10, Exceptional, (11)
"Shelley & Lou were awesome hosts! Everything was immaculate and welcoming. It was like staying at a friends home. Close to restaurants and shopping, and peaceful at the same time. Had two places for entertaining and a big outdoor space to entertain as well. We will be back next year!"
Sherry W.
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

10.0 out of 10, Exceptional, (48)
"Beautiful new cottage. You can tell the owners put a lot of thought into this property... well furnished kitchen, great screened porch and outdoor space. Fresh flowers and bathrobes were a nice touch. I can honestly say there was nothing lacking. We would definitely recommend this property to friends and family!"
Katie M.
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Kent Island Waterfront Cottage

9.4 out of 10, Exceptional, (10)
"My husband and I stayed here for a quick weekend getaway to celebrate our anniversary. We appreciated the host being able to accommodate us an earlier check in and later check out time to maximize our short time away. They only charged us a small fee. The place was clean. So clean that I didn't feel I needed to wipe anything down, which is usually the case when we go to other places. The view was stunning and we had nice weather. We loved being able to walk out onto the dock as well as sit out...
Erica H.
Kent Island Waterfront Cottage

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

10.0 out of 10, Exceptional, (188)
"We stayed May 19-22. Eight adults in this spacious, well organized, well stocked home. Great spaces could’ve accommodated twice our number, very comfortably. Top level dorm room, so charming and would be great for kids! A few of us had a pajama party up there, truth be told. Other bedrooms large and comfy—master with en-suite bath positively luxurious. Appreciated ceiling fans in each bedroom, everything clean and in working order. Loads of homey touches. Other amenities which made this...
Gary D.
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill

9.2 out of 10, Wonderful, (25)
"We really enjoyed our stay here. The house is spacious and had everything we need. The pool was great, and the garage is full of fun floaties and pool toys. The house has a perfect location with a fun restaurant and beach nearby. "
Caitlin T.
The Private Pool is OPEN with Bay Views & Steps from The Kentmorr Beach Bar and Grill

25-50% Off~Private Beach~Hot Tub~Fire Table~

10.0 out of 10, Exceptional, (26)
"Lovely house on the water. Feels like new with all the renovations. We had cool weather but enjoyed
relaxing
and taking in the view from inside and from the
hot tub
. Great central location for exploring the Eastern Shore. The owners were very welcoming and helpful. Thank you!"
Emily W.
25-50% Off~Private Beach~Hot Tub~Fire Table~
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.

Top Kent Island Hotel Reviews