Sunderland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Sunderland vacation rentals

Fridge, microwave, oven, stovetop
Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!
Cambridge
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.
The price is ￥24,868
￥58,829 total
includes taxes & fees
Jan 25 - Jan 26
Beautiful Waterfront Retreat in Cambridge!
Exterior
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
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.
The price is ￥10,070
￥38,313 total
includes taxes & fees
Jan 14 - Jan 15
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
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.
The price is ￥11,125
￥48,932 total
includes taxes & fees
Jan 15 - Jan 16
Walk to Beach! King Bed & Free Beach Passes
Marina
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.

Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.

Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Edgewater
The price is ￥341,345
￥493,803 total
includes taxes & fees
Jan 14 - Jan 15
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Exterior detail
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.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
North Beach
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.
The price is ￥22,756
￥46,735 total
includes taxes & fees
Jan 14 - Jan 15
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.

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.
Owings
10.0 out of 10, Exceptional, (48 reviews)
"We love this place!"
United States
Joan K.
The price is ￥22,298
￥45,581 total
includes taxes & fees
Jan 15 - Jan 16
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Dining
Haven 2

Haven 2

Haven 2
2.5 star property
Waldorf
The price is ￥7,042
￥15,719 total
includes taxes & fees
Jan 17 - Jan 18
Haven 2
Outdoor dining
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

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

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
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.
The price is ￥18,426
￥67,818 total
includes taxes & fees
Jan 21 - Jan 22
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Property grounds
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.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The owner was very nice "
United States
karen
The price is ￥28,445
￥45,449 total
includes taxes & fees
Jan 14 - Jan 15
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Sun loungers
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
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.
The price is ￥41,957
￥50,170 total
includes taxes & fees
Jan 14 - Jan 15
Cottage Located on the Patuxent River!
TV, books, offices
Holly Hill Haven - Sleeps 10

Holly Hill Haven - Sleeps 10

Holly Hill Haven - Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (3 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥22,756
￥87,374 total
includes taxes & fees
Feb 3 - Feb 4
Holly Hill Haven - Sleeps 10
Smart TV
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

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
The price is ￥25,032
￥70,692 total
includes taxes & fees
Jan 14 - Jan 15
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Interior
Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (5 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥26,707
￥83,952 total
includes taxes & fees
Jan 14 - Jan 15
Annapolis Retreat - 7 mins from downtown Annapolis!
Outdoor spa tub
London Towne Bungalow w/Loft - Walk to the Beach!

London Towne Bungalow w/Loft - Walk to the Beach!

London Towne Bungalow w/Loft - Walk to the Beach!
Edgewater
8.8 out of 10, Excellent, (3 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
The price is ￥25,917
￥79,628 total
includes taxes & fees
Feb 12 - Feb 13
London Towne Bungalow w/Loft - Walk to the Beach!
Marina
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
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
The price is ￥27,235
￥76,627 total
includes taxes & fees
Jan 14 - Jan 15
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
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

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
Stevensville
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is ￥63,054
￥138,528 total
includes taxes & fees
Jan 16 - Jan 17
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
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.
The price is ￥41,422
￥83,238 total
includes taxes & fees
Jan 26 - Jan 27
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Beach
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Edgewater
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.
The price is ￥35,557
￥56,389 total
includes taxes & fees
Jan 14 - Jan 15
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Fridge, microwave, oven, stovetop
Golden Anchor Retreat; Lux Living! - Sleeps 7

Golden Anchor Retreat; Lux Living! - Sleeps 7

Golden Anchor Retreat; Lux Living! - Sleeps 7
Edgewater
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.
The price is ￥31,606
￥101,967 total
includes taxes & fees
Jan 14 - Jan 15
Golden Anchor Retreat; Lux Living! - Sleeps 7
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Everything was amazing. "
United States
Lorie S.
The price is ￥34,191
￥64,552 total
includes taxes & fees
Jan 14 - Jan 15
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

Econo Lodge Andrews Air Force Base

Econo Lodge Andrews Air Force Base

10/10 Excellent
"The check-in went smooth the room was clean it was quite for the end of a weekend and I was able to get some much needed rest plus it was my birthday!"
Kelvin 1-night trip
Posted 1 day ago
Econo Lodge Andrews Air Force Base

Find out more about Sunderland

Search for holiday rentals in Sunderland on Expedia! You can easily find your home rentals, villas, holiday apartments in Sunderland using one of the methods below:

  • View our selection of featured holiday rentals in Sunderland
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Look no further and take a look at our great range of rental properties in Sunderland!

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?

Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals: This vacation home rental near Sunderland is located on the waterfront and has a fireplace, a patio, 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. Make the most of the arcade game room 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.