Grasonville Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Grasonville

Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, 83 reviews
"Class-Away is a very nice property clean and very nice view to watch the sunset.The pictures that are listed are exact.A please Cass-Away experience:)"
The price is CA $245
CA $546 total
includes taxes & fees
Jun 27 - Jun 28
Cass-Away Luxury Houseboat
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
9.8 out of 10, Exceptional, 6 reviews
"Overall the home is beautiful. There is a gorgeous mostly well stocked kitchen and 3 bedrooms with beds for couples. One of the king beds listed is a pull out couch in the pool house. The biggest con of this place is that there are no blackout curtains or anything to block the sun in the bedroom so for our June visit the rooms were very bright at 5:45AM. We also had to go out and buy some of our own things that you'd think would be included (garbage bags). Other than that its a beautiful home...
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cozy place close to the city dock
10.0 out of 10, Exceptional, 55 reviews
"We enjoyed our 2 nights at Cozy Place Close to the docks. Easy access and personalized connection with Nathalie were appreciated! We enjoyed the French and sail boating themes in the apartment, aligned the Annapolis maritime history! The docks are a short drive and old Town Annapolis was pleasant and historical! We recommend Cozy Place to others!"
Cozy place close to the city dock
Save an average of 15% on thousands of hotels when you're signed in
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, 189 reviews
"We loved our stay at the cottage. The weather was absolutely beautiful which meant every waking hour was spent outside on the deck of the cottage or at any one of several nature parks nearby. The serenity was just what we needed: mornings spent gazing at the water; evenings spent watching beautiful sunsets from the deck and/or pier, staying up well into the nighttime by the fire pit. The deer visited the yard multiple times daily adding to the serenity of the property. The only thing lacking was...
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, 19 reviews
"Would definitely stay here again. When we arrived, the space was clean, cozy, and inviting. Big enough for 2 people for an overnight stay as we were staying here for a local wedding. "
The price is CA $240
CA $373 total
includes taxes & fees
Jun 25 - Jun 26
BAYSIDE BUNGALOW
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, 85 reviews
"Nice house in a great location."
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
10.0 out of 10, Exceptional, 64 reviews
"Firefly cottage is a beautiful little place, super clean and with every possible convenience - well stocked, with lots of special touches. Terrific hosts and a lovely cottage - we thoroughly enjoyed it! Thank you…. Sheilah"
Firefly Cottage at the Cape, community beach, stand alone house, hot tub, pets.
Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, 21 reviews
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, 268 reviews
"This was such a a nice stay! Very clean and gorgeous views. The AC worked well during this heat wave too! We really appreciated the little beach and pool. The location is perfect for anyone wanting to explore the surrounding towns. We can't wait to return!"
The Heron's Nest at Atlantic Marina
Anchor's Away in the Heart of Eastport!
9.8 out of 10, Exceptional, 31 reviews
"Property is very convenient to the USNA and DTA. You can walk, but they're a good 25-30 minutes and parking was available even during Commissioning week and at the local restaurants. Plus, we could park about 25 feet from the door of the VRBO all the time. It is a first floor, easy to access door. There is a full kitchen and fridge, a comfy couch, and a nice bathroom. It's really like a nice hotel suite. A couple idiocycracies however. The bed pulls down from the wall, which gives you more play...
Anchor's Away in the Heart of Eastport!
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, 23 reviews
"I had a group of 9 stay here and we all slept very comfortably, cooked all our meals and spent most of our time on the back porch, or inside watching movies. Adam was great and super helpful and the place was very nice and comfortable."
The price is CA $280
CA $570 total
includes taxes & fees
Jul 14 - Jul 15
Relax on Kent Island in 3 Bedroom Home w/Waterview
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, 63 reviews
"Wonderful Weekend! We had the pleasure of staying at Waterfront Oasis for a long weekend to celebrate my husband’s birthday and it was truly amazing! We were welcomed lovingly and we were provided with a tour of the property. We were blown away by the luxury suite and the beautiful views. We enjoyed the access to the pool, patio with plenty of room to relax on the sofas, and the grilling area was perfect! Being able to walk down to the dock to watch sunsets was just breathtaking. We loved every...
The price is CA $377
CA $687 total
includes taxes & fees
Jul 7 - Jul 8
Waterfront Oasis of Annapolis Star
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, 44 reviews
"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"
Recently Renovated Annapolis Home - Conveniently Located
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, 66 reviews
"Jim was amazing and answered our questions, etc. almost immediately. He was wonderful and very accommodating. Cozy cottage, loved it."
Amazing views, short walks to great dining!
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, 183 reviews
"This house is perfect for stayiing in the historic distict of Annapolis. Very comfortable and clean. One and one half baths, a private patio, and the best part is the off street parking with a private garage; very hard to find in this beautiful area. John, the manager was so helpful and answered all my questions. If ever in Annapolis again, we will definately stay here."
Directly Across from Gate One & Steps from the Waterfront
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, 44 reviews
"This was my Mom's first vacation since the covid pandemic and this location really made it special! She was a kid again in the swings and I found her out there each morning. The location is great, the house is HUGE, and it was full of amazing amenities. Would definitely stay again."
The price is CA $546
CA $1,038 total
includes taxes & fees
Jul 10 - Jul 11
Charming Annapolis WaterVIEW Home
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
9.8 out of 10, Exceptional, 15 reviews
"My friends, our wives, and kids loved our stay. Everything exceeded expectations. We especially enjoyed the backyard where we played yard games, grilled, and enjoyed the river."
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, 199 reviews
"We love staying at Magee Cottage. It has all you need to relax and enjoy such a comfortable home on the water. This is our second stay and we’ll hurry back in a few months for more of the good life!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Secluded Waterfront Cottage on 200 acre farm near Queenstown
10.0 out of 10, Exceptional, 90 reviews
"We enjoyed meeting the hosts and their llamas and emus. The home had everything we needed for our stay, and the view of the water from the house could not be better. We watch the sunsets wherever we go, and the colors were spectacular. There were plenty of things to do, and the restaurants were a short drive away. Thank you for sharing this property with others."
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Waterfront Cottage on the Eastern Shore
9.4 out of 10, Exceptional, 3 reviews
"Very much as pictured in ad. Convenient to we did venue we were attending"
The price is CA $820
CA $1,552 total
includes taxes & fees
Jun 25 - Jun 26
Waterfront Cottage on the Eastern Shore
Don't see what you're looking for?
See all available properties in Grasonville
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.

Grasonville Vacation Rental Travel Info

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, 334 reviews
"We were super impressed with the cleanliness 1st and foremost, immediately followed by the breakfast buffet, which was phenomenal. The view of the water and the boats off the back public deck area was gorgeous. We will definitely stay here again."
The price is CA $220
CA $244 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Place Kent Narrows & Marina
Best Western Kent Narrows Inn
2.5 star property
8.0 out of 10, Very good, 1,003 reviews
"Had a great weekend stay at the Best Western in Kent Narrows. Our room was clean, and the bed was comfortable. The breakfast was great with lots of options. The view from our little piece of balcony overlooked the docks across the street and we could watch the boats come and go while sipping morning coffee or an evening beverage - perfect!"
The price is CA $174
CA $193 total
includes taxes & fees
Jul 2 - Jul 3
Best Western Kent Narrows Inn
Hilton Garden Inn Kent Island
3.0 star property
9.2 out of 10, Wonderful, 784 reviews
"Great clean beautiful hotel. Beds were comfy. Lots of restaurants within walking distance."
The price is CA $230
CA $256 total
includes taxes & fees
Jun 30 - Jul 1
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.

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.

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?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Grasonville vacation home rental. It offers a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the spa tub in this rental home to help you unwind.

How many vacation rentals are there in Grasonville?

Choose from 6 Expedia vacation rentals in Grasonville for a memorable vacation.

What can I see and do in Grasonville?

Explore the area and cultural attractions such as Pickering Creek Audubon Center, or visit a family-friendly sight such as Chesapeake Bay Maritime Museum. Chesapeake Bay Environmental Center and Queenstown Harbor Golf Club 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.

Recent reviews of Grasonville properties
Expedia verified reviews