Sunderland Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Sunderland vacation rentals

Dining

Haven 2

Haven 2
2.5 star property
Waldorf
The price is ￥7,124
￥15,710 total
includes taxes & fees
Mar 4 - Mar 5
Haven 2
Sun loungers

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ￥41,431
￥49,541 total
includes taxes & fees
Mar 4 - Mar 5
Cottage Located on the Patuxent River!
Smart TV

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)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is ￥40,940
￥82,599 total
includes taxes & fees
Mar 4 - Mar 5
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Beach nearby, sun loungers, beach towels

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

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is ￥37,920
￥85,035 total
includes taxes & fees
Mar 4 - Mar 5
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
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.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is ￥23,876
￥40,204 total
includes taxes & fees
Mar 4 - Mar 5
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Fridge, microwave, oven, stovetop

Annapolis Gem: Stylish and Cozy

Annapolis Gem: Stylish and Cozy
Eastport
10.0 out of 10, Exceptional, (3 reviews)
"Great spot"
United States
Brian F.
The price is ￥38,632
￥75,705 total
includes taxes & fees
Mar 10 - Mar 11
Annapolis Gem: Stylish and Cozy
Oven, stovetop

40' Bristol sailboat with spectacular views

40' Bristol sailboat with spectacular views
Stevensville
The price is ￥46,815
￥67,654 total
includes taxes & fees
Mar 4 - Mar 5
40' Bristol sailboat with spectacular views
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 .
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 ￥35,111
￥56,037 total
includes taxes & fees
Mar 6 - Mar 7
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Iron/ironing board, WiFi, bed sheets

Modern Stay Hottub and Pool

Modern Stay Hottub and Pool
Upper Marlboro
The price is ￥64,917
￥114,090 total
includes taxes & fees
Mar 4 - Mar 5
Modern Stay Hottub and Pool
Exterior

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 ￥10,036
￥37,931 total
includes taxes & fees
Mar 4 - Mar 5
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Marina

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 ￥26,894
￥75,667 total
includes taxes & fees
Mar 4 - Mar 5
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Smart TV, books

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

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.6 out of 10, Exceptional, (5 reviews)
"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 ￥31,210
￥59,880 total
includes taxes & fees
Mar 30 - Mar 31
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
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
Shady Side
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
The price is ￥24,297
￥69,327 total
includes taxes & fees
Mar 8 - Mar 9
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!
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 ￥24,812
￥81,121 total
includes taxes & fees
Mar 17 - Mar 18
Annapolis Retreat - 7 mins from downtown Annapolis!
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!
Prince Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is ￥37,452
￥68,150 total
includes taxes & fees
Mar 17 - Mar 18
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
TV, offices

Wright's Cottage- Pet's Welcome & EV Charging

Wright's Cottage- Pet's Welcome & EV Charging
Annapolis
9.2 out of 10, Wonderful, (16 reviews)
"Nice little spot, very quiet "
United States
Susan S.
The price is ￥26,970
￥57,639 total
includes taxes & fees
Mar 9 - Mar 10
Wright's Cottage- Pet's Welcome & EV Charging
Dining

Welcoming 3-bedroom townhome with AC in Waldorf

Welcoming 3-bedroom townhome with AC in Waldorf
Waldorf
7.6 out of 10, Good, (5 reviews)
"Location was perfect and the pool/ping pong table made it more enjoyable."
United States
pamela h.
The price is ￥28,151
￥61,181 total
includes taxes & fees
Apr 1 - Apr 2
Welcoming 3-bedroom townhome with AC in Waldorf
Interior

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
The price is ￥31,522
￥71,134 total
includes taxes & fees
Mar 8 - Mar 9
Sunset Cottage - West River Access and Views!
TV

5 Mi to Show Place Arena: Quiet Townhome w/ Patio

5 Mi to Show Place Arena: Quiet Townhome w/ Patio
Upper Marlboro
The price is ￥33,239
￥80,608 total
includes taxes & fees
Mar 12 - Mar 13
5 Mi to Show Place Arena: Quiet Townhome w/ Patio
Marina

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 ￥337,068
￥489,750 total
includes taxes & fees
Mar 4 - Mar 5
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
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

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

10/10 Excellent
"I had a very good stay and thanks to the ladies for keeping the room clean daily. Tyise, the front clerk, was always very welcoming with her smile. The whole staff did a great job."
Olayinka 4-night trip
Posted 3 days ago
Sleep Inn & Suites Near Joint Base Andrews - Washington Area

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?

Charming Annapolis WaterVIEW Home: This vacation home rental near Sunderland is located on the waterfront and has a balcony, a garden, and a barbecue grill to put you at ease 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. You can relax into your vacation with a selection of games and a hot tub.

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.