Sunderland Vacation Rentals

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Oct 27 - Oct 28
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Sunderland

Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
10.0 out of 10, Exceptional, (48)
"The house was perfect. The view was stunning. The pool was a perfect bonus!"
United States
Jamie A.
$223 nightly
The price is $236
Oct 30 - Oct 31
Total with taxes and fees
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Fridge, microwave, stovetop, coffee/tea maker
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
9.4 out of 10, Exceptional, (6)
"Great place to stay"
United States
Sherry R.
$156 nightly
The price is $172
Nov 2 - Nov 3
Total with taxes and fees
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Outdoor dining
Waterfront Getaway, Dock Your Boat & Play!
Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (3)
"Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!"
United States
Daniel K.
$289 nightly
The price is $308
Oct 28 - Oct 29
Total with taxes and fees
Waterfront Getaway, Dock Your Boat & Play!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (16)
"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.
$291 nightly
The price is $321
Oct 28 - Oct 29
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
On the beach
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.6 out of 10, Exceptional, (5)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
United States
Berenice N.
$271 nightly
The price is $299
Oct 28 - Oct 29
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"Wonderful home and host. Very easy to check-in and communication was excellent. "
United States
Ann T.
$290 nightly
The price is $307
Nov 16 - Nov 17
Total with taxes and fees
Relax on Kent Island in 3 Bedroom Home w/Waterview
Property grounds
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
$2,595 nightly
The price is $2,958
Oct 28 - Oct 29
Total with taxes and fees
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Sun loungers
Cottage Located on the Patuxent River!
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
$300 nightly
The price is $317
Nov 1 - Nov 2
Total with taxes and fees
Cottage Located on the Patuxent River!
Interior
Beautiful Waterfront Retreat in Cambridge!
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (49)
"Property was as listed. We enjoyed are stay."
United States
Jennifer S.
$375 nightly
The price is $398
Oct 30 - Oct 31
Total with taxes and fees
Beautiful Waterfront Retreat in Cambridge!
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
$376 nightly
The price is $429
Oct 28 - Oct 29
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Interior
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
$261 nightly
The price is $277
Oct 28 - Oct 29
Total with taxes and fees
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Property grounds
Sunset Breezes - quiet waterfront retreat
Sunset Breezes - quiet waterfront retreat
10.0 out of 10, Exceptional, (40)
"Good time with my friends "
United Kingdom
Oleg L.
Sunset Breezes - quiet waterfront retreat
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (30)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$413 nightly
The price is $456
Oct 28 - Oct 29
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Microwave, oven, stovetop, dishwasher
Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (4)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
$492 nightly
The price is $561
Nov 4 - Nov 5
Total with taxes and fees
Annapolis Retreat - 7 mins from downtown Annapolis!
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
$445 nightly
The price is $507
Oct 28 - Oct 29
Total with taxes and fees
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Outdoor spa tub
London Towne Bungalow w/Loft - Walk to the Beach!
London Towne Bungalow w/Loft - Walk to the Beach!
8.0 out of 10, Very Good, (2)
"The water that comes out of the house tastes bad."
United States
Mario A.
$439 nightly
The price is $467
Oct 28 - Oct 29
Total with taxes and fees
London Towne Bungalow w/Loft - Walk to the Beach!
TV
Relaxing Getaway w/ Huge Lounge and Bedroom
Relaxing Getaway w/ Huge Lounge and Bedroom
2.0 star property
$117 nightly
The price is $132
Oct 30 - Oct 31
Total with taxes and fees
Relaxing Getaway w/ Huge Lounge and Bedroom
TV, books, offices
Holly Hill Haven - Sleeps 10
Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
$481 nightly
The price is $513
Nov 17 - Nov 18
Total with taxes and fees
Holly Hill Haven - Sleeps 10
Smart TV, fireplace, books, printers
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
$825 nightly
The price is $910
Nov 1 - Nov 2
Total with taxes and fees
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Pool
Family Beach House: Spacious Deck, Grill & Views
Family Beach House: Spacious Deck, Grill & Views
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
$420 nightly
The price is $442
Nov 23 - Nov 24
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"we did not have the breakfast, the beds are amazingly comfortable rooms spotless. The water pressure was poor. The staff was over the top helpful and friendly. We would definitely stay again."
RAYMOND 2-night trip
Posted 2 days ago
Rod 'N' Reel Resort

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 $299 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.

Explore a world of travel with Expedia

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?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: This vacation home rental near Sunderland is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 balcony, a garden, 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 Upper Yough River. 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.