
Holiday Homes in Kent Island
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Our top choices for Kent Island holiday homes

1. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!Stevensville
9.8 out of 10, Exceptional, (50 reviews)
The price is €276
includes taxes & fees
9 Nov - 10 Nov

2. Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Relax on Kent Island in a 4 Bedroom Home w/Waterview!Stevensville
9.8 out of 10, Exceptional, (57 reviews)
The price is €320
includes taxes & fees
23 Nov - 24 Nov

3. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!Stevensville
10.0 out of 10, Exceptional, (75 reviews)
The price is €1,164
includes taxes & fees
30 Nov - 1 Dec

4. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!Stevensville
10.0 out of 10, Exceptional, (44 reviews)
The price is €1,131
includes taxes & fees
1 Dec - 2 Dec

5. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parkingStevensville
8.4 out of 10, Very good, (6 reviews)
The price is €890
includes taxes & fees
5 Nov - 6 Nov

6. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community BeachArundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
The price is €414
includes taxes & fees
9 Nov - 10 Nov

7. Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
The price is €490
includes taxes & fees
10 Nov - 11 Nov

8. Renovated Bungalow | Walk to Beach | Dog-Friendly
Renovated Bungalow | Walk to Beach | Dog-FriendlyEdgewater
9.6 out of 10, Exceptional, (14 reviews)
The price is €484
includes taxes & fees
15 Nov - 16 Nov

9. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and DowntownHomewood
9.8 out of 10, Exceptional, (10 reviews)
The price is €488
includes taxes & fees
10 Nov - 11 Nov

10. Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhoodArnold
9.4 out of 10, Exceptional, (44 reviews)
The price is €284
includes taxes & fees
5 Nov - 6 Nov

11. Family Home on Mayo Peninsula | Deck | Sleeps 10
Family Home on Mayo Peninsula | Deck | Sleeps 10Edgewater
10.0 out of 10, Exceptional, (6 reviews)
The price is €599
includes taxes & fees
5 Nov - 6 Nov

12. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 MinCape Saint Claire
9.2 out of 10, Wonderful, (19 reviews)
The price is €509
includes taxes & fees
8 Nov - 9 Nov

13. Cute, Cozy 2-bedroom house near Annapolis with water access
Cute, Cozy 2-bedroom house near Annapolis with water accessHerald Harbor
9.8 out of 10, Exceptional, (31 reviews)
The price is €188
includes taxes & fees
15 Nov - 16 Nov

14. Cute bungalow blocks to Stadium
Cute bungalow blocks to StadiumAdmiral Heights
9.4 out of 10, Exceptional, (13 reviews)
The price is €518
includes taxes & fees
8 Nov - 9 Nov

15. Sunset Cottage - West River Access and Views!
Sunset Cottage - West River Access and Views!Shady Side
9.8 out of 10, Exceptional, (6 reviews)
The price is €382
includes taxes & fees
1 Dec - 2 Dec

16. The Harness Creek Retreat in Annapolis
The Harness Creek Retreat in AnnapolisHillsmere
The price is €369
includes taxes & fees
3 Dec - 4 Dec

17. Mins to Historic Downtown Annapolis - Parking
Mins to Historic Downtown Annapolis - ParkingAnnapolis
10.0 out of 10, Exceptional, (6 reviews)
The price is €414
includes taxes & fees
9 Nov - 10 Nov

18. Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown AnnapolisHistoric District
10.0 out of 10, Exceptional, (86 reviews)
The price is €360
includes taxes & fees
30 Nov - 1 Dec

19. Fabulous 5-bedroom house with AC in charming Annapolis
Fabulous 5-bedroom house with AC in charming AnnapolisAnnapolis
8.8 out of 10, Excellent, (16 reviews)
The price is €387
includes taxes & fees
17 Nov - 18 Nov

20. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach AccessShady Side
9.0 out of 10, Wonderful, (2 reviews)
The price is €320
includes taxes & fees
9 Nov - 10 Nov
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

Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
Find out more about Kent Island
Kent Island Holiday Homes information
Number of reviews | 413 |
|---|---|
Accommodation | 677 Holiday Homes |
Lowest Price | €188 |
Highest Price | €1,164 |
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