Search Vacation Homes in Georgetown

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Georgetown

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

10.0 out of 10, Exceptional, (31)
"Great place for gathering. Plenty of space to hang out. Kitchen is big, well stocked and great for a large crowd. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Beautiful, spacious, quiet waterfront house!

10.0 out of 10, Exceptional, (54)
"Wonderful stay – Kids enjoyed fishing, floating in tubes and the hot tub! Very clean property with comfortable beds."
Beautiful, spacious, quiet waterfront house!

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.6 out of 10, Exceptional, (13)
"This was a wonderful house for our family gathering. We enjoyed watching the birds, fish, and wildlife from the glassed-in porch. We cooked in the well appointed kitchen and we kayaked too. Evolve staff was top notch all around."
Pet-Friendly Home on Chester River w/ Dock!

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (46)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
$282 nightly
The price is $299
Aug 17 - Aug 18
Total includes taxes and fees
BAYSIDE BUNGALOW

Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets

10.0 out of 10, Exceptional, (6)
"Relaxing and stunning location. Beautiful bay front property with stunning views of the bay. If you are looking for a quiet and peaceful getaway that involves wildlife sightings this is the perfect spot. Well equipped and roomy rental. Very clean too. "
Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (54)
"Great location with a great view."
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Waterfront Estate w Private Pier, Game Room & Bar

9.8 out of 10, Exceptional, (30)
"Overall, our stay was fantastic. The weather was absolutely magnificent the entire stay."
Waterfront Estate w Private Pier, Game Room & Bar

Entire Townhouse in Rock Hall

10.0 out of 10, Exceptional, (30)
"Exactly what we expected. What wasn’t expected is how quiet and serene that entire town is. "
Entire Townhouse in Rock Hall

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

9.4 out of 10, Exceptional, (34)
"Was a good time. Great location Beautiful sunset across the water. Thanks Jeremy "
Waterfront Oasis w/ Private Dock, 3BR/2BA

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (42)
"This is a jewel as it is private, peaceful with lovely setting."
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

9.8 out of 10, Exceptional, (32)
"Felt like home as soon as we walked in...except it was CLEANER than home :-) Comfortable, spacious, well-stocked. Hosts were attentive & quick to answer messages. Great experience!"
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Luxury Waterfront Executive Family Home Annapolis with All Amenities

10.0 out of 10, Exceptional, (2)
"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

Waterfront Annapolis Home: Fire Pit & Fishing Pier

9.2 out of 10, Wonderful, (37)
"It was a great place to enjoy family / family friend time with our sons away at college playing baseball nearby. It was lovely backyard to play corn hole with everyone and dog friendly. Enjoyed morning coffe with relaxing creek setting. Boys enjoyed fishing from the dock. Loved the scrabble game. "
Waterfront Annapolis Home: Fire Pit & Fishing Pier

Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails

10.0 out of 10, Exceptional, (1)
"We stayed at Kim’s place for the weekend as a group of three couples and a baby. The home is brand new and has such a fun living space with a spacious family room, large dining table and kitchen, and even a pool table. Kim was very helpful with providing rental companies that delivered baby gear to the house. The house is also conveniently located and we were able to get ubers to kent narrows which was only about a 10 minute drive. We loved it and will be back again!"
Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails

River Front, Private Single Family Home

10.0 out of 10, Exceptional, (18)
"Host was very helpful and accommodating. Place was adorable with beautiful views, just as depicted. Had everything we needed and more! "
River Front, Private Single Family Home

Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!

10.0 out of 10, Exceptional, (22)
"Extremely clean, comfortable, and cozy place to stay for a weekend trip. The host was great to work with. We would definitely stay again."
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!

Grasonville Home w/ Private Pool on the Water

10.0 out of 10, Exceptional, (21)
"Location was great for our stay"
Grasonville Home w/ Private Pool on the Water

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

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
$395 nightly
The price is $419
Aug 18 - Aug 19
Total includes taxes and fees
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Stay in the landmark Lighthouse!

10.0 out of 10, Exceptional, (103)
"Great views, unique living space and all the amenities. Really enjoyed our stay!"
Stay in the landmark Lighthouse!

NEW Spacious 5BDR house on serene Kent Island - close to all the hot spots!

10.0 out of 10, Exceptional, (1)
"This property was perfect for our family of 9! The property is beautiful and so relaxing. Everything we needed to enjoy our vacation was there waiting for us when we arrived. Our host Tracey was the best, knowing we were planning to have steamed crabs she dropped off some essentials to make things easier, she went above and beyond to make sure our vacation was enjoyableThe location is great, close to restaurants a public beach, fresh produce and local seafood.Our family enjoyed this trip so...
NEW Spacious 5BDR house on serene Kent Island - close to all the hot spots!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Georgetown Hotel Reviews