Grasonville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Grasonville vacation rentals

Dining

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Great overnight stay for a wedding nearby. Would highly recommend!"
United States
Kevin F.
The price is ￥39,685
￥66,464 total
includes taxes & fees
May 19 - May 20
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ￥57,146
￥96,752 total
includes taxes & fees
May 19 - May 20
Turnbridge Manor
Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (54 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ￥31,748
￥47,955 total
includes taxes & fees
May 19 - May 20
BAYSIDE BUNGALOW
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
The price is ￥15,715
￥25,214 total
includes taxes & fees
May 19 - May 20
First Floor Studio Apartment in Historic Chestertown
Exterior

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, (44 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is ￥27,511
￥59,281 total
includes taxes & fees
Jun 1 - Jun 2
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby, sun loungers, beach towels

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (14 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is ￥55,003
￥107,944 total
includes taxes & fees
Jun 1 - Jun 2
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Exterior

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great response time, the place is quite, house is huge and a lot of sleeping places."
United States
Luccas C.
The price is ￥23,203
￥53,537 total
includes taxes & fees
May 26 - May 27
Charming Coastal/Country Home w/3 Acres & Sauna!
Property grounds

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is ￥57,146
￥105,501 total
includes taxes & fees
May 19 - May 20
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Exterior

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (52 reviews)
"Yes! Enjoyed our stay. Perfect setting and location to enjoy are time in Annapolis."
United States
Maureen D.
The price is ￥56,432
￥72,657 total
includes taxes & fees
May 24 - May 25
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Oven, stovetop

40' Bristol sailboat with spectacular views

40' Bristol sailboat with spectacular views
Stevensville
The price is ￥47,622
￥57,378 total
includes taxes & fees
May 20 - May 21
40' Bristol sailboat with spectacular views
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is ￥38,574
￥72,567 total
includes taxes & fees
Jun 1 - Jun 2
Waterfront Oasis of Annapolis Star
Beach

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (21 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is ￥18,700
￥45,524 total
includes taxes & fees
May 19 - May 20
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Dining

Charming Historic Row House in The Heart of Eastport's Horn Point

Charming Historic Row House in The Heart of Eastport's Horn Point
Eastport
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home. Close to everything including great restaurants and our favorite coffee place Oscar’s."
United States
Marja H.
The price is ￥114,293
￥169,563 total
includes taxes & fees
May 20 - May 21
Charming Historic Row House in The Heart of Eastport's Horn Point
Smart TV

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
United States
Dorothy R.
The price is ￥27,780
￥57,379 total
includes taxes & fees
Jun 2 - Jun 3
Bayside Cottage steps from Rock Hall Harbor
Exterior

3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
3-bedroom house in Deale located on Bay many amenities and great views
Smart TV, fireplace

Kent Island Luxary Home W/ Pool and walking distance from the beach

Kent Island Luxary Home W/ Pool and walking distance from the beach
Stevensville
8.0 out of 10, Very Good, (3 reviews)
"House was clean and up to date. Pool and location were perfect."
United States
Emily K.
The price is ￥158,740
￥192,158 total
includes taxes & fees
May 25 - May 26
Kent Island Luxary Home W/ Pool and walking distance from the beach
Interior

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (40 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is ￥21,430
￥52,118 total
includes taxes & fees
May 19 - May 20
Large 2 bedroom house with private parking in a nice neighborhood
Dining

Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.
Annapolis
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is ￥36,459
￥88,613 total
includes taxes & fees
May 19 - May 20
Charming Pet-Friendly Stay - Near Bay & Beaches.
Exterior

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.2 out of 10, Wonderful, (22 reviews)
"The owners were very good with pre and post-check in communications, and were on site to meet us and show us the property. It was an excellent stay with an excellent location. Kitchen was well stocked and lots of room for everyone."
United States
Ward U.
The price is ￥253,984
￥370,975 total
includes taxes & fees
Jun 1 - Jun 2
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Marina

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is ￥27,357
￥76,971 total
includes taxes & fees
May 24 - May 25
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grasonville Hotel Reviews

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

6/10 Okay
"They need to renovate the rooms pay attention when cleaning hair in the bathroom on the floor "
Pamela 2-night trip
Posted 4 hours ago
Best Western Kent Narrows Inn

Find out more about Grasonville

Search for holiday rentals in Grasonville on Expedia! You can easily find your home rentals, villas, holiday apartments in Grasonville using one of the methods below:

  • View our selection of featured holiday rentals in Grasonville
  • Use the map to find apartments and other holiday homes in the Grasonville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Grasonville while they last

Look no further and take a look at our great range of rental properties in Grasonville!

Frequently asked questions

Can I find vacation rentals in Grasonville?

Yes, there are vacation rentals close to top sights in Grasonville, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and marina in Grasonville. Leave plenty of time to check out the shops and beaches during your trip.

What are some of the best vacation rentals that Grasonville has to offer?

NEW! Charming Farm House in Historic Kent Island : Visitors like this Grasonville vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Grasonville?

Choose from 12 Expedia vacation rentals in Grasonville for a memorable vacation.

What can I see and do in Grasonville?

While exploring the area, visit family-friendly sights like Chesapeake Bay Maritime Museum, or get outside and enjoy nature at Chesapeake Bay Environmental Center. Queenstown Harbor Golf and Queenstown Premium Outlets are a couple of places you'll find in the larger area.

What are vacation rentals like in Grasonville?

Vacation rentals are private accommodations you can reserve for a short or long stay in Grasonville. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.