Georgetown Vacation Rentals

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Vacation Rentals in Georgetown

Cass-N-Reel Luxury Houseboat

Grasonville
10.0 out of 10, Exceptional, (45)
"If you’re looking for a great view sitting on the water, with a modern look, convenient to everything, you need to stay on the Cass-and-Reel Luxury Houseboat!!"
United States
Karen B.
Cass-N-Reel Luxury Houseboat

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

Rock Hall
10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
$257 nightly
The price is $284
Nov 14 - Nov 15
Total with taxes and fees
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena
9.4 out of 10, Exceptional, (89)
"What a wonderful vacation we had everything you want is there. All you have to bring is food . The trampoline will keep everyone occupied for hours. Looking forward to staying there in the future."
United States
Tom S.
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Cape Saint Claire
10.0 out of 10, Exceptional, (38)
"Fabulous week! Our family of 3 generations had a blast and appreciated the outstanding accommodations. House and outdoor areas are beautiful and well-maintained. Excellent location close to amenities and just minutes from Annapolis. Everything was great!"
United States
Melissa K.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Waterfront Oasis w/ Private Dock, 3BR/2BA

Middle River
9.4 out of 10, Exceptional, (38)
"Quick stay so I could visit family in Abingdon and DC. So awesome. Beautiful property even with the raging wind and snow storm."
United States
Sky S.
Waterfront Oasis w/ Private Dock, 3BR/2BA

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (1)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
$257 nightly
The price is $272
Nov 14 - Nov 15
Total with taxes and fees
Chesapeake Bay Harbor View in a central location to events/restaurants

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Chestertown
10.0 out of 10, Exceptional, (10)
"Check-in was very easy. House was clean and well supplied with everything we needed. Peaceful and quiet. Mowed and cleared trails to enjoy. "
United States
Carol B.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown
10.0 out of 10, Exceptional, (2)
"Overall a beautiful and well maintained place to stay! The location was perfect…within walking distance to everything! A very charming home! We were so happy we chose this property!"
United States
Dawn B.
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

3BR home near Heritage Park

2.0 star property
Dundalk
3BR home near Heritage Park

Close to Hospital & White Marsh! Rosedale Townhome

2.0 star property
Nottingham
$463 nightly
The price is $531
Nov 30 - Dec 1
Total with taxes and fees
Close to Hospital & White Marsh! Rosedale Townhome

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

stevensville
10.0 out of 10, Exceptional, (196)
"We had a great time with friends on our annual MD golf trip. Hal was great and the place was perfect for our group."
United States
Jason R.
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Annapolis
7.0 out of 10, Good, (6)
"We enjoyed unforgettable moments, thank you"
United States
Jonatan B.
Luxury Waterfront Executive Family Home Annapolis with All Amenities

BAYSIDE BUNGALOW

Rock Hall
10.0 out of 10, Exceptional, (52)
"This stay was a wonderful, relaxing experience. The hosts were so friendly and welcoming and the cottage was charming. We lacked for nothing and especially enjoyed the bikes and the chance to bike around this lovely area. Highly recommend!"
United States
Jackie R.
BAYSIDE BUNGALOW

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
$579 nightly
The price is $660
Nov 17 - Nov 18
Total with taxes and fees
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Luxury Waterfront Home Built for Entertaining!

Abingdon
8.0 out of 10, Very Good, (5)
$784 nightly
The price is $831
Nov 16 - Nov 17
Total with taxes and fees
Luxury Waterfront Home Built for Entertaining!

Kent Island Luxury Waterfront

Stevensville
10.0 out of 10, Exceptional, (8)
"Such a beautiful property. . Wonderful experience. Love to come back again. House is way better than we expected. Gorgeous views and had an amazing experience of moonrise abd sunrise"
United States
satarupa s.
Kent Island Luxury Waterfront

Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach

White Marsh
10.0 out of 10, Exceptional, (16)
"The host was very nice & accommodating. The house was clean with a beautiful view of the water. I would highly recommend "
United States
Jennifer C.
Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
$144 nightly
The price is $159
Nov 17 - Nov 18
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

Cass-Away Luxury Houseboat

Grasonville
10.0 out of 10, Exceptional, (104)
"Great place and perfect location."
United States
Katherine C.
Cass-Away Luxury Houseboat

Stay in the landmark Lighthouse!

Rock Hall
10.0 out of 10, Exceptional, (107)
"Beautiful home. Wish I could of stayed longer "
United States
Pat R.
Stay in the landmark Lighthouse!
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 Georgetown Hotel Reviews

Find out more about Georgetown

Everything you need to know about Georgetown 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 Georgetown 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 Georgetown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Georgetown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Georgetown. 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 Georgetown 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 $159 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 Georgetown rentals

At Expedia, we put the best Georgetown 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 Georgetown 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 Georgetown 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 Georgetown. 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

Are there vacation rentals in Georgetown?

Yes, there are vacation rentals close to well known points of interest in Georgetown, or you can go with a more remote option if you want a relaxing place to stay.

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

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: This vacation home rental near Georgetown is located on the beach and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Georgetown?

Explore the area and family-friendly sights such as Hazel Miner Monument, or get out into nature at a spot like Miami Beach. The Mainstay and Rock Hall Harbor are a couple of places you'll find in the larger area.

What are vacation rentals like in Georgetown?

Vacation rentals are private accommodations you can stay in for several days or more in Georgetown. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.