
Grasonville Vacation Rentals
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Our top choices for Grasonville vacation rentals

1. Family Friendly Cozy 3 Bedroom Duplex
Family Friendly Cozy 3 Bedroom Duplex
2. Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!
3. Relax on Kent Island in 4 Bedroom Home w/Waterview
Relax on Kent Island in 4 Bedroom Home w/Waterview
4. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
5. BAYSIDE BUNGALOW
BAYSIDE BUNGALOW
6. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
7. First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
8. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
9. Pool Loft Suite | Bay Access & Beach Passes
Pool Loft Suite | Bay Access & Beach Passes
10. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
11. Family Retreat at Lansdowne Manor
Family Retreat at Lansdowne Manor
12. 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 parking
13. Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
14. Large 2 bedroom house with private parking in a nice neighborhood
Large 2 bedroom house with private parking in a nice neighborhood
15. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
16. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
17. Houseboat Suite for Two near Annapolis
Houseboat Suite for Two near Annapolis
18. Cute, Cozy 2-bedroom house near Annapolis with water access
Cute, Cozy 2-bedroom house near Annapolis with water access
19. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
20. Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!Find vacation rentals that suit your style
Top Grasonville Hotel Reviews

Best Western Kent Narrows Inn
Find out more about Grasonville
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Grasonville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.




































































