Grasonville Vacation Rentals from $213: Search Short-Term Rentals

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Our top choices for Grasonville vacation rentals

A modern exterior with a black door, a metal staircase, and a lantern.

1. Cass-Away Luxury Houseboat

Grasonville

Jamie L.

$273 nightly

Sep 28 - Sep 29

Total with taxes and fees

A modern kitchen with dark cabinets, a white countertop, and a large window.

2. Cass-N-Reel Luxury Houseboat

Grasonville

Danny B.

$254 nightly

Oct 8 - Oct 9

Total with taxes and fees

A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

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

Grasonville

Robin

$483 nightly

Sep 23 - Sep 24

Total with taxes and fees

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

4. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

Dawn G.

$248 nightly

Sep 23 - Sep 24

Total with taxes and fees

A lighthouse with a white exterior, a balcony, and a metal roof.

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

Stevensville

Michelle P.

$314 nightly

Sep 28 - Sep 29

Total with taxes and fees

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

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

Rock Hall

lisa p.

$259 nightly

Sep 23 - Sep 24

Total with taxes and fees

A building with a gabled roof and a circular vent on the roof.

7. BAYSIDE BUNGALOW

Rock Hall

Diane V.

$286 nightly

Sep 23 - Sep 24

Total with taxes and fees

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

8. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

$144 nightly

Sep 29 - Sep 30

Total with taxes and fees

A house with a red door, a small porch, and a view of a river with a bridge in the background.

9. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

$279 nightly

Oct 5 - Oct 6

Total with taxes and fees

A spacious living room with a leather sofa, a wooden coffee table, and a fireplace.

10. Bayside Cottage steps from Rock Hall Harbor

Rock Hall

Adam S.

$350 nightly

Sep 23 - Sep 24

Total with taxes and fees

A beach with chairs and a pier in the background.

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

Arundel on the Bay

Sharon Z.

$390 nightly

Sep 23 - Sep 24

Total with taxes and fees

A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

12. Large 2 bedroom house with private parking in a nice neighborhood

Arnold

Linda B.

$294 nightly

Sep 27 - Sep 28

Total with taxes and fees

13. Pool Loft Suite | Bay Access & Beach Passes

Cape Saint Claire

Ana S.

$442 nightly

Sep 28 - Sep 29

Total with taxes and fees

A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

14. Upscale Condo in Annapolis w/Private Parking

Historic District

Scott P.

$646 nightly

Sep 29 - Sep 30

Total with taxes and fees

A wooden dock extending into a calm body of water with boats docked at the end.

15. Cozy 2br home w/ parking in downtown Annapolis

Historic District

Nancy N.

$379 nightly

Oct 5 - Oct 6

Total with taxes and fees

A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

16. Dean Street's Lower Deck House!

Historic District

Nathaniel R.

$415 nightly

Sep 23 - Sep 24

Total with taxes and fees

A bedroom with a sloped ceiling, a bed with a striped bedspread, two red chairs, a television mounted on the wall, and a window with blinds.

17. Annapolis Charmer - Perfect Location

Historic District

$557 nightly

Sep 23 - Sep 24

Total with taxes and fees

A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

18. Luxe Row Home Steps to USNA Gate 3!

Historic District

Christine A.

$1,040 nightly

Sep 23 - Sep 24

Total with taxes and fees

19. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Historic District

Brian L.

$490 nightly

Sep 23 - Sep 24

Total with taxes and fees

20. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic District

Tracie B.

$472 nightly

Sep 23 - Sep 24

Total with taxes and fees

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Top Grasonville Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Very nice decor and bed was comfortable . Classy looking place ."

Historic Inns of Annapolis

8/10 Good

"Superb location. Very tastefully treated. My only suggestions would be to provide more information regarding parking and a technology update in the rooms would be helpful. Plugs for charging was difficult as extensions and adapters were not reliable. High definition TV should be added as well. For the purposes of this trip, we enjoyed our stay very much."

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."

Find out more about Grasonville

Everything you need to know about Grasonville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grasonville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grasonville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Grasonville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grasonville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grasonville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $213 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Grasonville rentals

At Expedia, we put the best Grasonville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grasonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grasonville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grasonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Grasonville vacation home rental. It is located near the beach and has a fireplace, a balcony, 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. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Grasonville?

Choose from 10 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.

Grasonville Vacation Rentals

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Check prices for these dates

Our top choices for Grasonville vacation rentals

1. Cass-Away Luxury Houseboat

2. Cass-N-Reel Luxury Houseboat

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

4. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

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

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

7. BAYSIDE BUNGALOW

8. First Floor Studio Apartment in Historic Chestertown

9. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

10. Bayside Cottage steps from Rock Hall Harbor

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

12. Large 2 bedroom house with private parking in a nice neighborhood

13. Pool Loft Suite | Bay Access & Beach Passes

14. Upscale Condo in Annapolis w/Private Parking

15. Cozy 2br home w/ parking in downtown Annapolis

16. Dean Street's Lower Deck House!

17. Annapolis Charmer - Perfect Location

18. Luxe Row Home Steps to USNA Gate 3!

19. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

20. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Find vacation rentals that suit your style

Top Grasonville Hotel Reviews

Graduate by Hilton Annapolis

Find out more about Grasonville

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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