Sunderland Vacation Rentals from AED 286: Search Short-Term Rentals

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Our top choices for Sunderland vacation rentals

A rocky shoreline with a pier extending into calm waters.

1. Beachside Oasis with Beach Passes & King Suite by A Haven Away

North Beach

Johanna S.

AED 1,133 total

includes taxes & fees

15 Nov - 16 Nov

An outdoor patio with a round table and chairs, a yellow umbrella, and a wooden deck.

2. The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach

James L.

AED 1,137 total

includes taxes & fees

15 Nov - 16 Nov

A beach with a canopy, lounge chairs, and a table. Boats are visible in the water.

3. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach

Sarah

AED 1,446 total

includes taxes & fees

16 Nov - 17 Nov

Three Adirondack chairs facing a beach with a clear view of the ocean.

4. Plum Point Cottage #14

Huntingtown

Yonnick H.

AED 1,967 total

includes taxes & fees

15 Nov - 16 Nov

5. Plum Point Cottage #15

Maryland

AED 2,068 total

includes taxes & fees

15 Nov - 16 Nov

6. Family Beach House: Spacious Deck, Grill & Views

Chesapeak beach

Ben W.

AED 1,404 total

includes taxes & fees

2 Dec - 3 Dec

7. Plum Point Cottage #17

Huntingtown

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

8. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

"Everything at this location was as shown on the listing and it was very clean. We were very satisfied with all elements of this stay. We were there for a weekend and did not use the place heavily, but it suited our needs. It's a quiet location. They had all the major points covered. The only negative comment I have is that the water out of the tap was smelly. I suggest bringing a couple of bottles of water and not drinking the water out of the taps. This is obviously a well maintained home...

Amelia

AED 1,604 total

includes taxes & fees

15 Nov - 16 Nov

A covered porch with a table and chairs, overlooking a grassy area and a body of water.

9. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

ed r.

AED 969 total

includes taxes & fees

15 Nov - 16 Nov

A sandy beach with footprints, surrounded by greenery and a calm body of water.

10. Bright and airy waterfront getaway

Benedict

George

AED 1,343 total

includes taxes & fees

15 Nov - 16 Nov

11. Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Prince Frederick

Sean B.

AED 1,456 total

includes taxes & fees

20 Nov - 21 Nov

A wooden deck with red railings, surrounded by lush green trees.

12. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Deale

Maude H.

AED 1,154 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

13. Sunset Cottage - West River Access and Views!

Shady Side

Michelle H.

AED 1,601 total

includes taxes & fees

1 Dec - 2 Dec

A deck with outdoor furniture, a red door, and a house with siding.

14. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

Shady Side

"the house was clean and fully stocked with all linens. there are some staples in the refrigerator and cabinets. All cookware and eatery are provided. there is only one grocery store in the area, so plan ahead. Fast food is not readily available. Nick responded quickly and thoroughly to all messages, that was great. It's a quiet neighborhood. It was the perfect place for a family and pet. we will return"

Jenny A.

AED 1,315 total

includes taxes & fees

15 Nov - 16 Nov

A single-story house with a front porch, a small window above the door, and a front yard with a bush.

15. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

AED 1,093 total

includes taxes & fees

16 Nov - 17 Nov

A rectangular swimming pool with a surrounding patio area, a wooden deck, and a seating arrangement.

16. Tranquil Modern Farmhouse

Waldorf

Jay W.

AED 2,683 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinets, a microwave, and a sink. There is a dining area with a wooden table and chairs.

17. Family Home on Mayo Peninsula | Deck | Sleeps 10

Edgewater

Kristin G.

AED 2,471 total

includes taxes & fees

15 Nov - 16 Nov

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

18. Relax on Kent Island in 4 Bedroom Home w/Waterview

Stevensville

Anthony P.

AED 1,015 total

includes taxes & fees

15 Nov - 16 Nov

A calm lake with boats docked, a sandy shore, and houses in the background.

19. Renovated Bungalow | Walk to Beach | Dog-Friendly

Edgewater

Diane D.

AED 1,950 total

includes taxes & fees

15 Nov - 16 Nov

A sandy beach with lounge chairs and a small pond.

20. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

Ryan C.

AED 1,734 total

includes taxes & fees

16 Nov - 17 Nov

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Find vacation rentals that suit your style

Top Sunderland Hotel Reviews

A modern living room with a fireplace, comfortable seating, and decorative items.

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

10/10 Excellent

Troy

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

Rod 'N' Reel Resort

Chesapeake Beach

10/10 Excellent

Huge resort in a small, well kept town! Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable. There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended. The staff guy that checked us in was SUPER nice and helpful!

Kathie

A modern kitchen with a large island, bar stools, and a wine rack.

Anchored Inn at Hidden Harbour Marina

Deale

10/10 Excellent

We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.

Rico

A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."

Springhill Suites by Marriott Prince Frederick

Prince Frederick

10/10 Excellent

laura

A pool with two Adirondack chairs and a basket of items on the grass.

The Inn at Tacaro Estate

Tracys Landing

10/10 Excellent

ian

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Stan and Joan

A hotel room with a bed, a desk, a chair, a sofa, and a kitchenette.

TownePlace Suites Bowie Town Center

Bowie

10/10 Excellent

Monica

A driveway leading to a parked convertible car with an American flag on the side.

Historic 1825 Chesapeake Farm Stay

St. Leonard

10/10 Excellent

Robert

A wooden sauna with a central heating unit, two benches with towels, and a small table with bottles and a container.

Wylder Tilghman Island

Tilghman

10/10 Excellent

We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer. The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain. The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day. We look...

Alan

A hallway with a patterned carpet, a decorative mirror, and a wooden console with drawers.

Hampton Inn Waldorf

Waldorf

10/10 Excellent

Mikayla

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

SpringHill Suites by Marriott Annapolis

Annapolis

10/10 Excellent

Julie

A patio area with brick flooring, wooden tables and chairs, red umbrellas, string lights, and a gazebo.

Towneplace Suites by Marriott Clinton at Joint Base Andrews

Clinton

10/10 Excellent

donna

A fire pit surrounded by wicker chairs and tables, with a brick patio and a building with large windows in the background.

Residence Inn by Marriott Upper Marlboro Joint Base Andrews

District Heights

10/10 Excellent

Jasmine

A modern living room with a fireplace, two sofas, a coffee table, and a bookshelf.

Country Inn & Suites by Radisson, Camp Springs (Andrews Air Force Base), MD

Suitland

10/10 Excellent

Natasha

A spacious lobby with a fireplace, comfortable seating, and a large television.

Residence Inn by Marriott Waldorf

Waldorf

10/10 Excellent

We were turned away by another hotel chain that accepts pets in some locations, but apparently not in Waldorf (not clear on their corporate website). After driving 9+ hours and arriving at 10:30 pm, their manager wouldn't accommodate or make an acception. IMAGINE OUR PLEASURE when greeted kindly & warmly by the staff at Reaidence Inn,where we were upgraded to a 2bd suite at no extra charge when it was discovered the room Id frantically booked online was unavailable! HIGHLY recommend this hotel...

Deirdre

Laurel Grove Inn on the South

Annapolis

10/10 Excellent

Marti

Frequently Asked Questions

Can I find vacation rentals in Sunderland?

Yes, we offer vacation rentals near the most popular local attractions in Sunderland, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Sunderland?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental near Sunderland is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Sunderland?

Explore the area and family-friendly sights such as Chesapeake Beach Water Park, or get out into nature at a spot like Breezy Point Beach. Rod n Reel Charter Fishing and Chesapeake Beach Railway Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Sunderland like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Sunderland. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip.

Sunderland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sunderland vacation rentals

1. Beachside Oasis with Beach Passes & King Suite by A Haven Away

2. The Cozy Crab- Your Charming Haven in Lovely North Beach!

3. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

4. Plum Point Cottage #14

5. Plum Point Cottage #15

6. Family Beach House: Spacious Deck, Grill & Views

7. Plum Point Cottage #17

8. 3-bedroom house in Deale located on Bay many amenities and great views

9. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

10. Bright and airy waterfront getaway

11. Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

12. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

13. Sunset Cottage - West River Access and Views!

14. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

15. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

16. Tranquil Modern Farmhouse

17. Family Home on Mayo Peninsula | Deck | Sleeps 10

18. Relax on Kent Island in 4 Bedroom Home w/Waterview

19. Renovated Bungalow | Walk to Beach | Dog-Friendly

20. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Find vacation rentals that suit your style

Top Sunderland Hotel Reviews

Holiday Inn Express Prince Frederick by IHG

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Sunderland?

What are some of the best vacation rentals in Sunderland?

What’s there to see and do in Sunderland?

What’s a vacation rental in Sunderland like?