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12 Dec - 14 Dec
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19 Dec - 21 Dec
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2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Browse Select Kent Island Villas

No exact matches found, but these alternatives could be just right

Recommended hotels in Kent Island

Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is 3.373.972 ₫
4.671.199 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
Front of property
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is 4.848.192 ₫
6.052.371 ₫ total
includes taxes & fees
10 Dec - 11 Dec
The Inn at Chesapeake Bay Beach Club
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1005)
"Great place!"
United States
Tawnya
The price is 2.184.046 ₫
2.489.813 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is 2.804.161 ₫
3.640.039 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Rod 'N' Reel Resort
Marina
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is 3.536.351 ₫
4.031.598 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Anchored Inn at Hidden Harbour Marina
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is 2.083.309 ₫
2.312.473 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (858)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is 2.690.046 ₫
2.985.951 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Comfort Inn & Suites Chestertown
Exterior
Quality Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is 2.241.535 ₫
2.488.104 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn
Room, 1 King Bed with Sofa bed, Marina View | 1 bedroom, free WiFi, bed sheets
The Lodge at Great Oak Landing

Lodge in Chestertown

3.5 star property
8.0 out of 10, Very good, (76)
"Very nice rooms, "
United States
Stephania
The price is 2.610.729 ₫
2.984.847 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Lodge at Great Oak Landing
Exterior
Hampton Inn Easton

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (553)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is 2.946.168 ₫
3.240.732 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Easton
View from property
St Michaels Inn

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"clean and comfy, friendly staff"
United States
Tamara
The price is 2.931.849 ₫
3.225.034 ₫ total
includes taxes & fees
7 Dec - 8 Dec
St Michaels Inn
Balcony view
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (359)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is 2.637.100 ₫
2.900.810 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Knapps Narrows Marina & Inn
Exterior
Quality Inn

Quality Inn

2.5 star property
7.6 out of 10, Good, (824)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is 2.129.458 ₫
2.342.405 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is 3.560.085 ₫
5.076.418 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Room was great! In room tub was a bit smaller than I was expecting but still quite adequate! View from room was very nice."
United States
Madeline
The price is 2.721.487 ₫
3.020.850 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Kent Island Marina
Exterior
Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (593)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
The price is 3.428.490 ₫
3.771.338 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Easton by IHG
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

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Great value for stay with breakfast included "
Aisling 1-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis Downtown

Find out more about Kent Island

Kent Island Villas information

Number of reviews
10,206
Accommodation
0 Villas
Lowest Price
2.312.473 ₫
Highest Price
6.052.371 ₫

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