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Holiday Homes in Kent Island

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Holiday Homes in Kent Island and around

Marina
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (31)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is €236
includes taxes & fees
29 Oct - 30 Oct
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"Wonderful home and host. Very easy to check-in and communication was excellent. "
United States
Ann T.
The price is €271
includes taxes & fees
16 Nov - 17 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview
Property grounds
New! Stylish downtown home w/awesome outdoor area!
New! Stylish downtown home w/awesome outdoor area!
9.8 out of 10, Exceptional, (26)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
The price is €453
includes taxes & fees
7 Nov - 8 Nov
New! Stylish downtown home w/awesome outdoor area!
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit
HGTV quality, private guest suite, country getaway with hot tub & fire pit
10.0 out of 10, Exceptional, (7)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is €391
includes taxes & fees
3 Nov - 4 Nov
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Interior
Beautiful Waterfront Retreat in Cambridge!
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (49)
"Property was as listed. We enjoyed are stay."
United States
Jennifer S.
The price is €353
includes taxes & fees
29 Oct - 30 Oct
Beautiful Waterfront Retreat in Cambridge!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is €283
includes taxes & fees
28 Oct - 29 Oct
Walk to Beach! King Bed & Free Beach Passes
Exterior
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is €369
includes taxes & fees
28 Oct - 29 Oct
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Outdoor dining
Chesapeake Bay Harbor View in a central location to events/restaurants
Chesapeake Bay Harbor View in a central location to events/restaurants
2.5 star property
The price is €241
includes taxes & fees
6 Nov - 7 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants
Beach nearby, sun-loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (30)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is €402
includes taxes & fees
28 Oct - 29 Oct
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Outdoor dining
BAYSIDE BUNGALOW
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (51)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is €243
includes taxes & fees
9 Nov - 10 Nov
BAYSIDE BUNGALOW
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is €378
includes taxes & fees
28 Oct - 29 Oct
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Smart TV, books
Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (31)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
United States
Jim G.
The price is €269
includes taxes & fees
2 Nov - 3 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Pool
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is €386
includes taxes & fees
24 Nov - 25 Nov
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Fridge, microwave, oven, stovetop
Cute bungalow blocks to Stadium
Cute bungalow blocks to Stadium
10.0 out of 10, Exceptional, (5)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is €457
includes taxes & fees
28 Oct - 29 Oct
Cute bungalow blocks to Stadium
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is €449
includes taxes & fees
3 Nov - 4 Nov
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Microwave, oven, stovetop, dishwasher
Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (4)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
Annapolis Retreat - 7 mins from downtown Annapolis!
Fridge, microwave, oven, stovetop
Modern New Suite Close to US Capital and BWI Airport
Modern New Suite Close to US Capital and BWI Airport
7.0 out of 10, Good, (2)
"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "
United States
Brittnie A.
The price is €128
includes taxes & fees
28 Oct - 29 Oct
Modern New Suite Close to US Capital and BWI Airport
Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (14)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is €573
includes taxes & fees
16 Nov - 17 Nov
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
4 bedrooms, desk, iron/ironing board, travel cot
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
9.8 out of 10, Exceptional, (8)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
United States
Jeanie W.
The price is €439
includes taxes & fees
5 Nov - 6 Nov
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Outdoor spa tub
London Towne Bungalow w/Loft - Walk to the Beach!
London Towne Bungalow w/Loft - Walk to the Beach!
8.0 out of 10, Very good, (2)
"The water that comes out of the house tastes bad."
United States
Mario A.
The price is €412
includes taxes & fees
28 Oct - 29 Oct
London Towne Bungalow w/Loft - Walk to the Beach!
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 Kent Island Hotel Reviews

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Will stay again "
Robert 4-night trip
Posted 5 days ago
SpringHill Suites by Marriott Annapolis

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