Grasonville Holiday Rentals

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Holiday Rentals in Grasonville

Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (87)
"All as advertised Wonderful option to a hotel"
The price is AU$533
includes taxes & fees
1 Oct - 2 Oct
Cass-Away Luxury Houseboat
Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets
10.0 out of 10, Exceptional, (76)
"Lovely house and location! Pat and Ken were rapid and personable with every interaction."
Firefly Cottage at the Cape, community beach, Holidays, hot tub USNA games pets
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (17)
"We had a great stay at the Turning Point! We had a great time playing Cornhole, pickleball, basketball, cooking on the grill, cooling off in the pool, and watching football on the big screen TV. House was very clean and comfortable. Would definitely stay again and would highly recommend it to anyone."
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Waterfront Cottage on the Eastern Shore
9.6 out of 10, Exceptional, (7)
"We rented the house for the weekend and to host a surprise birthday party. We had the party right at the beach and the host/concierge were able to help us with everything we needed. They really went out of their way for us, and it made a huge difference in the party’s success! Plus, you can’t beat the view and the Chesapeake Bay sunsets !!"
The price is AU$1,200
includes taxes & fees
1 Oct - 2 Oct
Waterfront Cottage on the Eastern Shore
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (212)
"As always our stay was amazing from kayaking, bird watching, sunsets. The cove is a special place."
Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (47)
"Great house qoth ocean view"
Charming Annapolis WaterVIEW Home
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (29)
"Ideal vacation for family of 22. It suited everyone."
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (29)
"Perfect for a 3 day visit! "
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (28)
"A perfect location for getting to a wedding in the area. Comfortable, small and cozy and perfect for one or two people."
The price is AU$398
includes taxes & fees
29 Sept - 30 Sept
BAYSIDE BUNGALOW
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (107)
"We love staying at the John Bruff house in St. Michaels. The location is great, right in the heart of town! Our family has been staying here for the past few years and we can’t wait to go back!!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, (199)
"Couples getaway weekend to Annapolis. This was the perfect place to have our Basecamp. Absolutely beautiful location, quiet, and peaceful and easy to get everywhere!"
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (96)
"We took a quick weekend getaway to Annapolis. It was our first time there and we loved it. The location of the house is perfect. We were so close to the bay with tons of restaurants nearby. It was a quiet neighborhood though so we didn’t feel like we were in a party scene. The house was so clean. The pool was huge (bigger than expected), and the host went above and beyond. Liz was an excellent communicator. She had more than enough essentials at the house that made our stay so relaxing. I felt...
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Charming Cottage with Hot Tub 1 Block from the Bay
10.0 out of 10, Exceptional, (7)
"Great property. Close to USNA but away from the craziness of town. House was adorable and very clean. The hot tub was a big hit. "
The price is AU$855
includes taxes & fees
30 Sept - 1 Oct
Charming Cottage with Hot Tub 1 Block from the Bay
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (69)
"Beautiful property and our quarters were perfectly comfortable for us."
The price is AU$706
includes taxes & fees
3 Oct - 4 Oct
Waterfront Oasis of Annapolis Star
Bay View Studio Apartment
10.0 out of 10, Exceptional, (36)
"We are repeat visitors to this property because of the location, the owner, the comfort and the amazing view here. The owner is so nice and has excellent communication. The property has everything you need and more from the kitchen supplies to the water toys including a hot tub! We will be back again! "
Bay View Studio Apartment
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
10.0 out of 10, Exceptional, (21)
"Perfect choice for our group. 2 adult couples in the house and our son, his wife and 2 small children in the detached suite. Impressive water pressure in the shower!!! Wish we had time to stay longer. Quiet neighborhood, very relaxing. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
The Yellow Cottage on Harness Creek
10.0 out of 10, Exceptional, (150)
"Highly recommend. Beautiful spot and a wonderful cottage. Rhonda does an amazing job of making you feel at home. My son is at the Academy and with all the pressures they have on them, to see him be able to sit out by the water so peacefully and just relax was so enjoyable. We'll be back for sure."
The Yellow Cottage on Harness Creek
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (198)
"While the cottage may have some of the historic/ older quirks, it is a wonderful (and beautiful ) property that we would highly recommend! We loved the walk-ability to downtown Annapolis and the Naval Academy. Despite its close location, it’s quiet at night lending to a good nights sleep 😊. The owner provided us some great insight on the location as well. "
Directly Across from Gate One & Steps from the Waterfront
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (26)
"We had a great weekend on Kent Island. We loved the area. It was so family friendly. We had lots of young children in our group, and this house worked great for us. The inside was nice with modern, but minimal decor, which was perfect for toddlers. The fenced in backyard was also just what we needed to let them run around."
The price is AU$367
includes taxes & fees
29 Sept - 30 Sept
Relax on Kent Island in 3 Bedroom Home w/Waterview
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, (24)
"We loved everything about the Kent Island House! Would book again in a hot minute"
Pool and Bay Views on wrap around deck in Kent Island
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Other types of properties in Grasonville you may be interested in

Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (421)
"Great views for sunset on the West side. East side not so great as it looks at a freeway."
The price is AU$248
includes taxes & fees
29 Oct - 30 Oct
Hyatt Place Kent Narrows & Marina
Best Western Kent Narrows Inn
2.5 star property
8.2 out of 10, Very good, (1000)
"Nice place and a good value."
The price is AU$167
includes taxes & fees
16 Oct - 17 Oct
Best Western Kent Narrows Inn
Hilton Garden Inn Kent Island
3.0 star property
9.0 out of 10, Wonderful, (829)
"Everything "
The price is AU$204
includes taxes & fees
14 Oct - 15 Oct
Hilton Garden Inn Kent Island
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.

Frequently asked questions

Can I find holiday rentals in Grasonville?

Yes, there are holiday rentals close to the most popular 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 holiday rentals that Grasonville has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Grasonville offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Grasonville?

Choose from 5 Expedia holiday rentals in Grasonville for a memorable holiday.

What can I see and do in Grasonville?

Explore the area and cultural attractions such as Pickering Creek Audubon Center, or visit one of the family-friendly sights such as Chesapeake Bay Maritime Museum. Chesapeake Bay Environmental Center and Queenstown Harbor Golf Links are a couple of places you'll find in the wider area.

What are holiday rentals like in Grasonville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Grasonville. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.