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Featured Holiday Homes in Sunderland

Heated pool, sandy beach, pier, and playground set punch point apart!

Heated pool, sandy beach, pier, and playground set punch point apart!

Sherwood
Located in Sherwood, this vacation home is on the waterfront, a 3-minute drive from Goat Island and 7 minutes from Back Creek Community Park.
Heated pool, sandy beach, pier, and playground set punch point apart!
Rising Sun Bay View Cottage

Rising Sun Bay View Cottage

Chesapeake Beach
Located in Chesapeake Beach, this vacation home is on the waterfront, a 1-minute drive from Bruce Gabrielson's Surf Art Gallery and Museum and 6 minutes from ...
Rising Sun Bay View Cottage
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
This vacation home is 3.1 mi (5 km) from Upper Yough River and 4.8 mi (7.7 km) from Bayside History Museum.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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Relax on Kent Island in 3 Bedroom Home w/Waterview

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
The price is AU$502 per night from 2 Sept to 3 Sept
AU$502
2 Sept - 3 Sept
includes taxes & fees
Located in Stevensville, this vacation home is within a 15-minute drive of Romancoke Wharf County Park and Matapeake State Park.
Relax on Kent Island in 3 Bedroom Home w/Waterview
Bay views with kayaks, bikes, fire pit, crabbing and more

Bay views with kayaks, bikes, fire pit, crabbing and more

Shady Side
With a stay at this vacation home in Shady Side, you'll be within a 5-minute drive of Shadyside Park and Captain Avery Museum.
Bay views with kayaks, bikes, fire pit, crabbing and more
Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater
The price is AU$879 per night from 18 Aug to 19 Aug
AU$879
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Edgewater, you'll be within a 10-minute drive of South River Golf Links and Sand Point Marsh.
Edgewater/Mayo Gateaway w/ Hot Tub
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge
When you stay at this vacation home in Cambridge, you'll be on the waterfront and 12 minutes by car from Spocott Windmill.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville
Located in Stevensville, this vacation home is by the ocean, within a 15-minute drive of Romancoke Wharf County Park and Matapeake State Park.
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

North Beach
Located in North Beach, this vacation home is by the sea, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.
The Blue Crab Beach House - Free beach passes
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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.

Sunderland 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 Sunderland vacation homes are the perfect way for you to wing it.

Holiday houses in Sunderland 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 Sunderland 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 Sunderland adventures, obvs.

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

Sunderland Holiday Homes essential information

Accommodation
349 Holiday Homes
Lowest Price
AU$146
Highest Price
AU$879
Popular accommodation
Heated pool, sandy beach, pier, and playground set punch point apart!, Rising Sun Bay View Cottage, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Relax on Kent Island in 3 Bedroom Home w/Waterview, Bay views with kayaks, bikes, fire pit, crabbing and more, Edgewater/Mayo Gateaway w/ Hot Tub, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy, The Blue Crab Beach House - Free beach passes

Top trending hotels in Sunderland

Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West, Upper Marlboro, MD
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 19 Aug to 20 Aug
AU$146
19 Aug - 20 Aug
includes taxes & fees
With a stay at Comfort Inn Largo-Washington DC East in Upper Marlboro, you'll be 2.1 mi (3.3 km) from Northwest Stadium and 10.9 mi (17.6 km) from University ...
Comfort Inn Largo-Washington DC East
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 10 Sept to 11 Sept
AU$164
10 Sept - 11 Sept
includes taxes & fees
With a stay at Sonesta ES Suites Annapolis in Edgewater, you'll be in the historical district, within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour ...
Sonesta ES Suites Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 18 Aug to 19 Aug
AU$184
18 Aug - 19 Aug
includes taxes & fees
When you stay at SpringHill Suites by Marriott Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of Annapolis Harbour Center ...
SpringHill Suites by Marriott Annapolis
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Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG

2.5 out of 5
11370 Days Ct, Waldorf, MD
Fully refundable
The price is AU$180 per night from 1 Sept to 2 Sept
AU$180
1 Sept - 2 Sept
includes taxes & fees
A stay at Holiday Inn Express Waldorf by IHG places you in the heart of Waldorf, within a 15-minute walk of St. Charles Towne Center and Waldorf ...
Holiday Inn Express Waldorf by IHG
Don't see what you're looking for?
See all available properties in Sunderland
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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.

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^Subject to availability and chosen travel dates.