Grasonville Holiday Rentals

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Holiday Rentals in Grasonville

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is AU$1,395
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (51)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is AU$428
includes taxes & fees
9 Nov - 10 Nov
BAYSIDE BUNGALOW
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (80)
"Clean, safe, joy and owners hospitality perfect"
United States
Ahmet S.
The price is AU$768
includes taxes & fees
27 Oct - 28 Oct
Waterfront Oasis of Annapolis Star
Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly
10.0 out of 10, Exceptional, (28)
"We only had a short stay but the communication with Justin was extremely quick and responsive - very clear and a great host. The property was really clean, welcoming and perfect for our short break. "
United States
Lee B.
The price is AU$1,265
includes taxes & fees
18 Nov - 19 Nov
Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (31)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is AU$423
includes taxes & fees
26 Oct - 27 Oct
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (105)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
United States
Mary
The price is AU$247
includes taxes & fees
27 Oct - 28 Oct
First Floor Studio Apartment in Historic Chestertown
Chesapeake Cottages- 2 Quaint Waterfront Retreats
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is AU$1,031
includes taxes & fees
23 Oct - 24 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is AU$487
includes taxes & fees
16 Nov - 17 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview
New! Stylish downtown home w/awesome outdoor area!
9.8 out of 10, Exceptional, (25)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
The price is AU$881
includes taxes & fees
7 Nov - 8 Nov
New! Stylish downtown home w/awesome outdoor area!
Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (29)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
United States
Jim G.
The price is AU$506
includes taxes & fees
3 Nov - 4 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Cozy 2br home w/ parking in downtown Annapolis
10.0 out of 10, Exceptional, (71)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
United States
Vincent W.
The price is AU$481
includes taxes & fees
4 Nov - 5 Nov
Cozy 2br home w/ parking in downtown Annapolis
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is AU$748
includes taxes & fees
4 Nov - 5 Nov
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
10.0 out of 10, Exceptional, (14)
"Wonderful property perfect for big family gatherings."
United States
John C.
Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
Edgewater/Mayo Gateaway w/ Hot Tub
9.8 out of 10, Exceptional, (23)
"Very clean, had everything we needed for our stay!"
United States
Jackie R.
The price is AU$861
includes taxes & fees
29 Oct - 30 Oct
Edgewater/Mayo Gateaway w/ Hot Tub
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
9.8 out of 10, Exceptional, (8)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
United States
Jeanie W.
The price is AU$869
includes taxes & fees
27 Oct - 28 Oct
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Fabulous 5-bedroom house with AC in charming Annapolis
2.0 star property
The price is AU$914
includes taxes & fees
17 Nov - 18 Nov
Fabulous 5-bedroom house with AC in charming Annapolis
New Downtown Annapolis Condo With Free Parking
10.0 out of 10, Exceptional, (31)
"The apartment is exactly what we expected and was a great place to stay! Highly recommend. "
United States
Megan U.
The price is AU$575
includes taxes & fees
17 Nov - 18 Nov
New Downtown Annapolis Condo With Free Parking
Mins to DTA - King Beds - Parking
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house & great location! We will definitely be returning! Thank you Jessica!"
United States
Holly W.
The price is AU$884
includes taxes & fees
4 Nov - 5 Nov
Mins to DTA - King Beds - Parking
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
10.0 out of 10, Exceptional, (45)
"I loved the hosts. Very personable, accomodating with great communication. I plan to work with them again next time we come to Annapolis. Especially for Navy home football games. Perfect location. "
United States
Jay
The price is AU$774
includes taxes & fees
23 Oct - 24 Oct
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
★ Midcentury Modern Getaway ★ Prime Location ★
10.0 out of 10, Exceptional, (35)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
United States
shannon r.
The price is AU$861
includes taxes & fees
3 Nov - 4 Nov
★ Midcentury Modern Getaway ★ Prime Location ★
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 Grasonville Hotel Reviews

Find out more about Grasonville

Everything you need to know about Grasonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Grasonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Grasonville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Grasonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Grasonville holiday rentals we have selected for you start as low as AU$428 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Grasonville rentals

At Expedia, we put the best Grasonville holiday 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 holiday.

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. 

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 10 Expedia holiday rentals in Grasonville for a memorable holiday.

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 Links and Queenstown Harbor Golf Club 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.