Sunderland Vacation Rentals

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Our top choices for Sunderland vacation rentals

10.0 out of 10, Exceptional, (50 reviews)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
$313 nightly
The price is $332
Jan 14 - Jan 15
Total with taxes and fees
Beautiful Waterfront Retreat in Cambridge!
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
$236 nightly
The price is $250
Jan 13 - Jan 14
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
10.0 out of 10, Exceptional, (17 reviews)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
$295 nightly
The price is $326
Jan 12 - Jan 13
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
$2,741 nightly
The price is $3,125
Jan 12 - Jan 13
Total with taxes and fees
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
9.6 out of 10, Exceptional, (4 reviews)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
$278 nightly
The price is $295
Jan 12 - Jan 13
Total with taxes and fees
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
10.0 out of 10, Exceptional, (48 reviews)
"We love this place!"
United States
Joan K.
$300 nightly
The price is $318
Jan 15 - Jan 16
Total with taxes and fees
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Vacation Home in Waldorf

Haven 2
2.5 star property
$92 nightly
The price is $102
Jan 19 - Jan 20
Total with taxes and fees
Haven 2
10.0 out of 10, Exceptional, (31 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$348 nightly
The price is $384
Jan 12 - Jan 13
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
9.0 out of 10, Wonderful, (8 reviews)
"The owner was very nice "
United States
karen
$271 nightly
The price is $299
Jan 12 - Jan 13
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42 reviews)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
$300 nightly
The price is $317
Jan 12 - Jan 13
Total with taxes and fees
Cottage Located on the Patuxent River!

Vacation Home in Edgewater

Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
$470 nightly
The price is $536
Feb 3 - Feb 4
Total with taxes and fees
Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
$392 nightly
The price is $447
Jan 12 - Jan 13
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
$465 nightly
The price is $530
Jan 12 - Jan 13
Total with taxes and fees
Annapolis Retreat - 7 mins from downtown Annapolis!
8.8 out of 10, Excellent, (3 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
$440 nightly
The price is $502
Feb 5 - Feb 6
Total with taxes and fees
London Towne Bungalow w/Loft - Walk to the Beach!
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
$425 nightly
The price is $485
Jan 12 - Jan 13
Total with taxes and fees
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
$800 nightly
The price is $883
Jan 14 - Jan 15
Total with taxes and fees
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
10.0 out of 10, Exceptional, (14 reviews)
"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"
United States
Sandy S.
$498 nightly
The price is $528
Jan 13 - Jan 14
Total with taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (4 reviews)
"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "
United States
MJ S.
$313 nightly
The price is $357
Jan 12 - Jan 13
Total with taxes and fees
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
10.0 out of 10, Exceptional, (2 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
$565 nightly
The price is $644
Jan 12 - Jan 13
Total with taxes and fees
Golden Anchor Retreat; Lux Living! - Sleeps 7
10.0 out of 10, Exceptional, (8 reviews)
"Everything was amazing. "
United States
Lorie S.
$385 nightly
The price is $408
Jan 14 - Jan 15
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
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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Top Sunderland Hotel Reviews

Find out more about Sunderland

Everything you need to know about Sunderland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sunderland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sunderland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sunderland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sunderland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sunderland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $250 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sunderland rentals

At Expedia, we put the best Sunderland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sunderland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sunderland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sunderland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Edgewater/Mayo Gateaway w/ Hot Tub: This vacation home rental near Sunderland offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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.