Sunderland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Sunderland

Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

2.0 star property
10.0 out of 10, Exceptional, (2)
"So comfortable for the 2 of us. Close to restaurants, shopping, liquor store and to family in Chesapeake Beach. The 2nd BR let us spread out suitcases and extras. Stocked kitchen and bath. Grill right out the door to the fenced back yard. Driveway to the door. All we needed and felt at home. "
United States
Patricia M.
The price is ￥19,991
￥43,209 total
includes taxes & fees
Nov 30 - Dec 1
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is ￥17,391
￥38,963 total
includes taxes & fees
Nov 30 - Dec 1
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in North Beach

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.
The price is ￥13,335
￥51,315 total
includes taxes & fees
Dec 1 - Dec 2
Walk to Beach! King Bed & Free Beach Passes
On the beach
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

9.2 out of 10, Wonderful, (7)
"The owner was very nice "
United States
karen
The price is ￥28,112
￥44,917 total
includes taxes & fees
Dec 5 - Dec 6
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Marina
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is ￥11,479
￥39,649 total
includes taxes & fees
Dec 1 - Dec 2
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Marina
#2 Egret Cottage Harris Cove

Cottage in Saint Michaels

10.0 out of 10, Exceptional, (1)
#2 Egret Cottage Harris Cove
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is ￥19,242
￥68,369 total
includes taxes & fees
Nov 30 - Dec 1
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Interior
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Just what we were looking for. Appreciated the little touches such as already baited crab traps and the complimentary smores kit. "
United States
Dan K.
The price is ￥25,301
￥58,770 total
includes taxes & fees
Dec 2 - Dec 3
Beautiful Waterfront Retreat in Cambridge!
Sun loungers
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

10.0 out of 10, Exceptional, (42)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ￥41,466
￥49,583 total
includes taxes & fees
Nov 30 - Dec 1
Cottage Located on the Patuxent River!
3 bedrooms, iron/ironing board, travel crib, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

9.6 out of 10, Exceptional, (4)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is ￥28,112
￥56,949 total
includes taxes & fees
Dec 1 - Dec 2
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is ￥22,490
￥66,945 total
includes taxes & fees
Nov 30 - Dec 1
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Fridge, microwave, stovetop, coffee/tea maker
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Apartment in Port Republic

9.4 out of 10, Exceptional, (6)
"Great place to stay"
United States
Sherry R.
The price is ￥12,494
￥27,581 total
includes taxes & fees
Dec 5 - Dec 6
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Vacation Home in Arundel on the Bay

9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is ￥27,410
￥70,773 total
includes taxes & fees
Nov 30 - Dec 1
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Property grounds
Sunset Breezes - quiet waterfront retreat

Vacation Home in Dorchester County

10.0 out of 10, Exceptional, (41)
"Good time with my friends "
United Kingdom
Oleg L.
The price is ￥36,884
￥46,574 total
includes taxes & fees
Dec 23 - Dec 24
Sunset Breezes - quiet waterfront retreat
Smart TV, fireplace, books, printers
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Cottage in Stevensville

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.
The price is ￥62,316
￥138,230 total
includes taxes & fees
Dec 3 - Dec 4
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
TV, offices
Wright's Cottage- Pet's Welcome & EV Charging

Vacation Home in Annapolis

9.2 out of 10, Wonderful, (15)
"Great location, cozy cottage, good for dogs, lots to do in and around Annapolis. "
United States
Mike F.
The price is ￥27,597
￥58,168 total
includes taxes & fees
Dec 10 - Dec 11
Wright's Cottage- Pet's Welcome & EV Charging
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Vacation Home in Prince Frederick

10.0 out of 10, Exceptional, (8)
"Clean and easy "
United States
Robert R.
The price is ￥26,413
￥55,002 total
includes taxes & fees
Nov 30 - Dec 1
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Fridge, microwave, oven, stovetop
Edgewater/Mayo Gateaway w/ Hot Tub

Vacation Home in Edgewater

9.8 out of 10, Exceptional, (24)
"Very clean, had everything we needed for our stay!"
United States
Jackie R.
Edgewater/Mayo Gateaway w/ Hot Tub
3 bedrooms, iron/ironing board, WiFi, bed sheets
Welcoming 3-bedroom townhome with AC in Waldorf

Vacation Home in Waldorf

10.0 out of 10, Exceptional, (2)
"Location was perfect and the pool/ping pong table made it more enjoyable."
United States
pamela h.
The price is ￥25,161
￥48,690 total
includes taxes & fees
Dec 6 - Dec 7
Welcoming 3-bedroom townhome with AC in Waldorf
Beach
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (2)
"Very comfortable home. We only stayed one night but the property was quiet and safe. Nice neighborhood to walk around, including a marina and small beach down the street."
United States
Jay B.
The price is ￥35,141
￥56,085 total
includes taxes & fees
Dec 8 - Dec 9
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
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

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

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

10/10 Excellent
"This was my second time coming within the period of two months. The service there is excellent. The beds are comfortable if something is wrong with the room or the exterior of the hotel it is taken care of expediently by management. I highly highly recommend this hotel. Dolly "
Dolly 6-night trip
Posted 23 hours ago
Country Inn & Suites by Radisson, Camp Springs (Andrews Air Force Base), MD

Find out more about Sunderland

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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.