Georgetown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Georgetown vacation rentals

Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
The price is ￥15,654
￥25,116 total
includes taxes & fees
Jan 20 - Jan 21
First Floor Studio Apartment in Historic Chestertown
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!
Rock Hall
10.0 out of 10, Exceptional, (17 reviews)
"Clean, comfortable and convenient! "
United States
Jill J.
The price is ￥18,627
￥45,346 total
includes taxes & fees
Jan 20 - Jan 21
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Terrace/patio

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is ￥27,394
￥31,568 total
includes taxes & fees
Jan 20 - Jan 21
High Tide Haven Suite
Fridge, microwave, oven, stovetop

Luxury Pool Loft sleeps 4

Luxury Pool Loft sleeps 4
Cape Saint Claire
10.0 out of 10, Exceptional, (4 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is ￥19,765
￥61,828 total
includes taxes & fees
Jan 20 - Jan 21
Luxury Pool Loft sleeps 4
Beach

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is ￥27,671
￥49,409 total
includes taxes & fees
Jan 20 - Jan 21
Waterfront Retreat with Private Dock and Beach
Exterior

Spacious Private 2BR Suite in Abingdon with Separate Entrance

Spacious Private 2BR Suite in Abingdon with Separate Entrance
2.0 star property
Bel Air South
The price is ￥12,650
￥20,113 total
includes taxes & fees
Jan 25 - Jan 26
Spacious Private 2BR Suite in Abingdon with Separate Entrance
Fridge, microwave, dishwasher, coffee/tea maker

HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville
10.0 out of 10, Exceptional, (8 reviews)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is ￥31,165
￥70,580 total
includes taxes & fees
Jan 20 - Jan 21
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Property grounds

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
The price is ￥24,904
￥67,326 total
includes taxes & fees
Jan 20 - Jan 21
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Dining

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is ￥39,530
￥66,540 total
includes taxes & fees
Jan 20 - Jan 21
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Fridge, microwave, oven, stovetop

Neptune by the Water - Pet Friendly Fenced Yard

Neptune by the Water - Pet Friendly Fenced Yard
Cape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
The price is ￥26,406
￥92,652 total
includes taxes & fees
Jan 20 - Jan 21
Neptune by the Water - Pet Friendly Fenced Yard
Property grounds

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is ￥56,923
￥105,090 total
includes taxes & fees
Jan 20 - Jan 21
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Apartment (4 Bedrooms) | Interior

Close to Hospital & White Marsh! Rosedale Townhome

Close to Hospital & White Marsh! Rosedale Townhome
3.0 star property
Nottingham
The price is ￥27,039
￥80,937 total
includes taxes & fees
Jan 20 - Jan 21
Close to Hospital & White Marsh! Rosedale Townhome
Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ￥31,624
￥47,768 total
includes taxes & fees
Jan 20 - Jan 21
BAYSIDE BUNGALOW
Dining

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is ￥35,577
￥66,372 total
includes taxes & fees
Jan 20 - Jan 21
Grandma’s Cottage will wrap around you like a warm hug
Property grounds

Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking

Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking
2.0 star property
Cape Saint Claire
9.0 out of 10, Wonderful, (4 reviews)
"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"
United States
Marissa F.
The price is ￥42,550
￥87,443 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking
Dining

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
8.8 out of 10, Excellent, (8 reviews)
"We had such a wonderful stay! The house was spotless, comfortable, and beautifully maintained. The surrounding area was peaceful and welcoming, and perfect for a relaxing weekend. Highly recommend!"
United States
Oluwaseyi E.
The price is ￥86,966
￥141,796 total
includes taxes & fees
Jan 20 - Jan 21
Luxury Waterfront Home Built for Entertaining!
TV

Close to Hospital & White Marsh! Rosedale Townhome

Close to Hospital & White Marsh! Rosedale Townhome
2.0 star property
Nottingham
2.0 out of 10, (1 review)
"House was poorly maintained. Bathrooms, dishes, kitchen, floors, refrigerator were dirty. Lac of furniture, etc. We left the 2nd day from an 8 day stay and Vrbo CS and Envolve did nothing to at least reimburse the remaining of the stay, regardless the emails and picture sent. Never again. "
United States
Christopher T.
The price is ￥24,192
￥81,752 total
includes taxes & fees
Jan 20 - Jan 21
Close to Hospital & White Marsh! Rosedale Townhome
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Georgetown Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Amazing rooms and service!"
Alicia 1-night trip
Posted 2 days ago
The Inn at Chesapeake Bay Beach Club

Find out more about Georgetown

Search for holiday rentals in Georgetown on Expedia! You can easily find your home rentals, villas, holiday apartments in Georgetown using one of the methods below:

  • View our selection of featured holiday rentals in Georgetown
  • Use the map to find apartments and other holiday homes in the Georgetown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Georgetown while they last

Look no further and take a look at our great range of rental properties in Georgetown!

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.