Book Holiday Homes in Sudlersville

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Featured Holiday Homes in Sudlersville

Waterfront w/upper sundeck and private pier located near Rock Hall,  sleeps 18.

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
Bay Breeze - Charming 3BR Waterfront Home on the Chester River

Bay Breeze - Charming 3BR Waterfront Home on the Chester River

Grasonville
When you stay at this vacation home in Grasonville, you'll be within a 10-minute drive of Chesapeake Exploration Center and Queenstown Premium Outlets.
Bay Breeze - Charming 3BR Waterfront Home on the Chester River
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

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

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 15-minute walk of Waterman’s Museum and Rock Hall Harbor.
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
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Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Millington
Located in Millington, this vacation home is on the waterfront, within a 10-minute drive of Crumpton Auction and Crumpton Park.
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Galena
The price is AU$1,766 per night from 17 Apr to 18 Apr
AU$1,766
includes taxes & fees
17 Apr - 18 Apr
When you stay at this vacation home in Galena, you'll be on the waterfront, within a 5-minute drive of Sassafras Harbor Marina and Toal Park.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Lovely Home in Chestertown Which Sleeps 7 -  Free EV Charging for guest

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Chestertown
With a stay at this vacation home in Chestertown, you'll be a 1-minute walk from Kings Town Park and 13 minutes by foot from Historical Society of Kent County ...
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Newly renovated single family home with attached guest suite

Newly renovated single family home with attached guest suite

Worton
When you stay at this vacation home in Worton, you'll be near the beach and within a 5-minute drive of Betterton Community Park.
Newly renovated single family home with attached guest suite
A waterfront gem with dock, kayaks great water views.  Sleeps up to 12.

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Waterfront family resort Lodge with private pier, game room and bar

Waterfront family resort Lodge with private pier, game room and bar

Centreville
Located in Centreville, this vacation home is on a river, within a 10-minute drive of Hazel Miner Monument and Earle Landing.
Waterfront family resort Lodge with private pier, game room and bar
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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.

Sudlersville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sudlersville vacation homes are the perfect way for you to wing it.

Holiday houses in Sudlersville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sudlersville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sudlersville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sudlersville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sudlersville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sudlersville Holiday Homes essential information

Accommodation
127 Holiday Homes
Lowest Price
AU$131
Highest Price
AU$1,766
Popular accommodation
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18., Bay Breeze - Charming 3BR Waterfront Home on the Chester River, Waterfront w/private pier, pool, Hot Tub, kayaks and in town., Lark's Nest on the Chester River. Spacious, waterfront home with private dock., Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful., Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest , Newly renovated single family home with attached guest suite, A waterfront gem with dock, kayaks great water views. Sleeps up to 12., Waterfront family resort Lodge with private pier, game room and bar

Top trending hotels in Sudlersville

Guest Lodge | Private Pool | Outdoor Dining | Game Room

Guest Lodge | Private Pool | Outdoor Dining | Game Room

Sudlerville
When you stay at this vacation home in Sudlersville, you'll be within a 10-minute drive of Church Hill Theatre and Tilmon's Island Winery.
Guest Lodge | Private Pool | Outdoor Dining | Game Room
Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy, Dover, DE
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 22 Apr to 23 Apr
AU$139
includes taxes & fees
22 Apr - 23 Apr
With a stay at Bally's Dover Casino Resort in Dover, you'll be within a 10-minute walk of Dover International Speedway and Dover Downs Casino.
Bally's Dover Casino Resort
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd, Dover, DE
The price is AU$131 per night from 4 May to 5 May
AU$131
includes taxes & fees
4 May - 5 May
With a stay at Microtel Inn & Suites by Wyndham Dover, you'll be centrally located in Dover, within a 10-minute drive of Dover International Speedway and Great ...
Microtel Inn & Suites by Wyndham Dover
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Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 5 May to 6 May
AU$193
includes taxes & fees
5 May - 6 May
Located in Middletown, Fairfield Inn & Suites by Marriott Middletown is within a 5-minute drive of Westown and Middletown Historic District.
Fairfield Inn & Suites by Marriott Middletown
Don't see what you're looking for?
See all available properties in Sudlersville
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.