Holiday Rentals in Georgetown

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Georgetown

Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (36)
"Fabulous place. We’ll be booking again next year. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Outdoor dining
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
10.0 out of 10, Exceptional, (194)
"We all had wonderful stay at Love point! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Property grounds
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
9.4 out of 10, Exceptional, (89)
"This property was a great place for a family to all relax together, play games, and enjoy the water!"
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Marina
Cass-N-Reel Luxury Houseboat
Cass-N-Reel Luxury Houseboat
10.0 out of 10, Exceptional, (42)
"We really enjoyed our stay. Looking forward to staying again!"
Cass-N-Reel Luxury Houseboat
Outdoor dining
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Luxury Waterfront Executive Family Home Annapolis with All Amenities
7.6 out of 10, Good, (4)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (16)
"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! "
The price is €252
includes taxes & fees
15 Oct - 16 Oct
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Marina
Waterfront Oasis w/ Private Dock, 3BR/2BA
Waterfront Oasis w/ Private Dock, 3BR/2BA
9.4 out of 10, Exceptional, (36)
"Was a good time. Great location Beautiful sunset across the water. Thanks Jeremy "
Waterfront Oasis w/ Private Dock, 3BR/2BA
Indoor pool
Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach
Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach
10.0 out of 10, Exceptional, (13)
"We had such a relaxing time here! Absolutely beautiful location and property. Lots of fun on the river and in the pool. Owners were fantastic and quick to respond. Very sweet arrival basket for us with all things Maryland! "
Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach
Fridge, microwave, oven, stovetop
Entire Townhouse in Rock Hall
Entire Townhouse in Rock Hall
10.0 out of 10, Exceptional, (32)
"House was exactly as advertised. Quite community. Close to shopping, dining and beach! "
Entire Townhouse in Rock Hall
Outdoor dining
BAYSIDE BUNGALOW
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (51)
"Very quaint and quiet place to stay. Very relaxing."
The price is €265
includes taxes & fees
15 Oct - 16 Oct
BAYSIDE BUNGALOW
Exterior
Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
9.8 out of 10, Exceptional, (94)
"The properly is in great shape, clean and well provisioned. The flat back yard is perfect for yard games and when the tide is low, there a little private beach! The kids played in the sand and floated around Still Pound Creek all weekend. Loretta was an excellent host!"
Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown
Property grounds
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront Retreats
9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is €589
includes taxes & fees
15 Oct - 16 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Beach
Waterfront Retreat with Private Dock and Beach
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (24)
"Quiet and relaxing spot right on the water"
The price is €274
includes taxes & fees
15 Oct - 16 Oct
Waterfront Retreat with Private Dock and Beach
Exterior
The Heron's Nest at Atlantic Marina
The Heron's Nest at Atlantic Marina
9.8 out of 10, Exceptional, (308)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina
Fridge, microwave, oven, stovetop
Kent Island Waterfront Cottage
Kent Island Waterfront Cottage
8.8 out of 10, Excellent, (11)
"My husband and I and our bunny stayed here the hottest week of the year for 4 nights and we were grateful to have been kept cool with no issues. The A/C in this unit has been well tested. The condo is secluded and private with all types of wildlife present. We saw deer, a black squirrel, a bunny, birds galore, etc. The unit was clean and cool when we checked in. Check-in was super easy as was check out. The pictures of this condo are 100% accurate. The view is so beautiful you won't want to...
Kent Island Waterfront Cottage
On the beach, beach towels
WATERFRONT right on a BEACH
WATERFRONT right on a BEACH
10.0 out of 10, Exceptional, (51)
"The property and the view provided us with an absolutely wonderful and relaxing getaway. Perfect for two couples and two little dogs to have the most enjoyable time. Home is comfortable and well stocked with necessities. Tracy is great to communicate with and very responsive. We would love to return sometime soon!"
WATERFRONT right on a BEACH
1 bedroom, iron/ironing board, WiFi, bed sheets
High Tide Haven Suite
High Tide Haven Suite
The price is €177
includes taxes & fees
15 Oct - 16 Oct
High Tide Haven Suite
Exterior
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
10.0 out of 10, Exceptional, (10)
"My kids and I absolutely loved our stay at the Outlook! So peaceful and relaxing. We spent a lot of time walking around the trails spotting deer and toads. We did a good amount of fishing on the dock, catching catfish. I hope to stay here again in the future."
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Dining
Cass-Away Luxury Houseboat
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (103)
"Unique and an interesting way to be close to the water."
Cass-Away Luxury Houseboat
Fridge, microwave, dishwasher, coffee/tea maker
Serene Waterfront Cottage with dock and gorgeous views.
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (38)
"Nice place with everything I could want. Would stay there again!"
Serene Waterfront Cottage with dock and gorgeous views.
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

Quality Inn

Quality Inn

10/10 Excellent
"Need signs/directions on eastbound Rte 301/50 for a bridge to cross over to access the hotel. We wandered around in a residential neighborhood for 10 minutes before finding the way to cross the highway. "
Michael 1-night trip
Posted 4 days ago
Quality Inn

Find out more about Georgetown

Everything you need to know about Georgetown 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 Georgetown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Georgetown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Georgetown 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 Georgetown holiday rentals we have selected for you start as low as €177 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Georgetown rentals

At Expedia, we put the best Georgetown 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 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 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 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 holiday rentals in Georgetown?

Yes, there are holiday rentals close to the most popular sights in Georgetown, or you can select a more secluded option if you're looking for a relaxing stay.

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

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Georgetown 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.

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 Ferry Park. The Mainstay and Rock Hall Harbor are a couple of places you'll find in the wider area.

What are holiday rentals like in Georgetown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Georgetown. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for small groups.