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 homes

Dining

Haven 2

Haven 2
2.5 star property
Waldorf
The price is CA $65
CA $141 total
includes taxes & fees
Mar 7 - Mar 8
Haven 2
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 CA $127
CA $382 total
includes taxes & fees
Mar 10 - Mar 11
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
North Beach
10.0 out of 10, Exceptional, (19 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 CA $112
CA $446 total
includes taxes & fees
Mar 9 - Mar 10
Walk to Beach! King Bed & Free Beach Passes
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 CA $236
CA $660 total
includes taxes & fees
Mar 11 - Mar 12
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
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 CA $235
CA $500 total
includes taxes & fees
Mar 9 - Mar 10
Wright's Cottage- Pet's Welcome & EV Charging
Pool

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is CA $232
CA $605 total
includes taxes & fees
Mar 17 - Mar 18
Family Beach House: Spacious Deck, Grill & Views
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 CA $335
CA $607 total
includes taxes & fees
Mar 16 - Mar 17
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
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 CA $359
CA $728 total
includes taxes & fees
Mar 5 - Mar 6
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Outdoor dining

Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (43 reviews)
"Clean, quiet, comfy"
United Kingdom
Deborah V.
The price is CA $366
CA $458 total
includes taxes & fees
Mar 30 - Mar 31
Sunset Breezes - quiet waterfront retreat
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 CA $326
CA $733 total
includes taxes & fees
Mar 17 - Mar 18
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
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 CA $293
CA $560 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 CA $213
CA $604 total
includes taxes & fees
Mar 8 - Mar 9
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
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
North Beach
10.0 out of 10, Exceptional, (32 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is CA $158
CA $590 total
includes taxes & fees
Mar 15 - Mar 16
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6

Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6
Saint Leonard
The price is CA $246
CA $545 total
includes taxes & fees
Mar 5 - Mar 6
Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6
Interior

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
The price is CA $252
CA $593 total
includes taxes & fees
Mar 8 - Mar 9
Sunset Cottage - West River Access and Views!
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 CA $217
CA $708 total
includes taxes & fees
Mar 12 - Mar 13
Annapolis Retreat - 7 mins from downtown Annapolis!
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 CA $308
CA $488 total
includes taxes & fees
Mar 10 - Mar 11
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Outdoor spa tub

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

London Towne Bungalow w/Loft - Walk to the Beach!
Edgewater
9.0 out of 10, Wonderful, (4 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
The price is CA $181
CA $634 total
includes taxes & fees
Mar 31 - Apr 1
London Towne Bungalow w/Loft - Walk to the Beach!
Fridge, microwave, oven, stovetop

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 CA $272
CA $920 total
includes taxes & fees
Mar 7 - Mar 8
Golden Anchor Retreat; Lux Living! - Sleeps 7
Game room

2BR, 1BA Boutique Brick Beauty located in historic Eastport.

2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Eastport
The price is CA $273
CA $514 total
includes taxes & fees
Mar 25 - Mar 26
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
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

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Yes, the room was perfectly clean"
Francisco 1-night trip
Posted 2 days ago
SpringHill Suites by Marriott Annapolis

Find out more about Sunderland

Sunderland Vacation Homes information

Number of reviews
208
Accommodation
325 Vacation Homes
Lowest Price
CA $141
Highest Price
CA $920

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