
Vacation rentals near London Town
We found 1,101 vacation rentals — enter your dates for availability
Find the perfect vacation home that's close to London Town. Vacation homes provide the best amenities for your family, friends, or furry companion, such as air conditioning and a pool. At the end of the day, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - London Town
Showing deals for:Nov 14 - Nov 21
Image gallery for One-level waterfront home with beach and stunning views all the way to the Bay Bridge

9.89.8 out of 10 rating
Exceptional
(12 reviews)
One-level waterfront home with beach and stunning views all the way to the Bay Bridge
Stevensville, MD
5% off
Price is CA $530
CA $530
CA $4,809 total
CA $4,809 total
includes taxes & fees
Image gallery for Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!

1010 out of 10 rating
Exceptional
(10 reviews)
Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!
North Beach, MD
20% off
Price is CA $603
CA $603
CA $5,744 total
CA $5,744 total
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland

9.89.8 out of 10 rating
Exceptional
(37 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
15% off
Price is CA $323
CA $323
CA $2,931 total
CA $2,931 total
includes taxes & fees
Image gallery for Unbelievable beach views for 6

1010 out of 10 rating
Exceptional
(8 reviews)
Unbelievable beach views for 6
North Beach, MD
10% off
Price is CA $327
CA $327
CA $2,904 total
CA $2,904 total
includes taxes & fees
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub

9.89.8 out of 10 rating
Exceptional
(21 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
10% off
Price is CA $540
CA $540
CA $5,413 total
CA $5,413 total
includes taxes & fees
Image gallery for Secluded Waterfront Property on 3 acres with swimming pool and dock.

1010 out of 10 rating
Exceptional
(48 reviews)
Secluded Waterfront Property on 3 acres with swimming pool and dock.
Bozman, MD
6% off
Price is CA $942
CA $942
CA $8,400 total
CA $8,400 total
includes taxes & fees
Image gallery for NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Annapolis, MD
15% off
Price is CA $461
CA $461
CA $4,357 total
CA $4,357 total
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home

1010 out of 10 rating
Exceptional
(30 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
10% off
Price is CA $1,150
CA $1,150
CA $9,755 total
CA $9,755 total
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available

1010 out of 10 rating
Exceptional
(47 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
18% off
Price is CA $476
CA $476
CA $4,545 total
CA $4,545 total
includes taxes & fees
Image gallery for Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville, MD
20% off
Price is CA $292
CA $292
CA $2,571 total
CA $2,571 total
includes taxes & fees
Image gallery for Annapolis Garden Suite

1010 out of 10 rating
Exceptional
(7 reviews)
Annapolis Garden Suite
Annapolis, MD
5% off
Price is CA $308
CA $308
CA $2,859 total
CA $2,859 total
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
10% off
Price is CA $1,057
CA $1,057
CA $9,047 total
CA $9,047 total
includes taxes & fees
Image gallery for "Point of View" Waterfront cottage with panoramic views on Tilghman Island

1010 out of 10 rating
Exceptional
(11 reviews)
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman, MD
10% off
Price is CA $435
CA $435
CA $3,539 total
CA $3,539 total
includes taxes & fees
Image gallery for Private Waterfront Home w/ Pier and 2+ Acres!

1010 out of 10 rating
Exceptional
(85 reviews)
Private Waterfront Home w/ Pier and 2+ Acres!
Deale, MD
10% off
Price is CA $529
CA $529
CA $5,118 total
CA $5,118 total
includes taxes & fees
Image gallery for Pet-Friendly Island Getaway | Bikes & Porch

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Pet-Friendly Island Getaway | Bikes & Porch
Tilghman, MD
15% off
Price is CA $274
CA $274
CA $2,743 total
CA $2,743 total
includes taxes & fees
Image gallery for Walkable Eastport Home with Firepit, Porch & Fenced-in Yard

1010 out of 10 rating
Exceptional
(37 reviews)
Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
Annapolis, MD
6% off
Price is CA $513
CA $513
CA $4,763 total
CA $4,763 total
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.

9.89.8 out of 10 rating
Exceptional
(54 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
10% off
Price is CA $639
CA $639
CA $5,529 total
CA $5,529 total
includes taxes & fees
Image gallery for Welcome to our newly built house

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Welcome to our newly built house
Glen Burnie, MD
10% off
Price is CA $460
CA $460
CA $4,058 total
CA $4,058 total
includes taxes & fees
Image gallery for Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.69.6 out of 10 rating
Exceptional
(22 reviews)
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena, MD
10% off
Price is CA $524
CA $524
CA $4,884 total
CA $4,884 total
includes taxes & fees
Image gallery for Annapolis Entertainment Complex

1010 out of 10 rating
Exceptional
(90 reviews)
Annapolis Entertainment Complex
Arnold, MD
10% off
Price is CA $808
CA $808
CA $7,332 total
CA $7,332 total
includes taxes & fees
Image gallery for Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

9.89.8 out of 10 rating
Exceptional
(32 reviews)
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Annapolis, MD
15% off
Price is CA $889
CA $889
CA $8,285 total
CA $8,285 total
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!

9.89.8 out of 10 rating
Exceptional
(95 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
10% off
Price is CA $518
CA $518
CA $4,916 total
CA $4,916 total
includes taxes & fees
Image gallery for Waterfront living on the Chesapeake Bay

1010 out of 10 rating
Exceptional
(56 reviews)
Waterfront living on the Chesapeake Bay
Pasadena, MD
5% off
Price is CA $436
CA $436
CA $4,116 total
CA $4,116 total
includes taxes & fees
Image gallery for Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport

1010 out of 10 rating
Exceptional
(22 reviews)
Close to US Naval Academy, downtown Annapolis, Maryland Live Casino, BWI Airport
Severna Park, MD
10% off
Price is CA $448
CA $448
CA $4,348 total
CA $4,348 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - London Town
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Water Views - Close to Downtown Annapolis
Sleeps 12 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Annapolis Bayfront Home
Sleeps 12 · 5 bedrooms · 3 bathrooms
Captain's Retreat! Newly Renovated - few steps from the beach!
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Annapolis Home Near Beach & Quiet Waters Park!
Sleeps 13 · 4 bedrooms · 2+ bathrooms
Waterfront Sanctuary only 50 Min. From DC/Balt.
Sleeps 12 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
Top rated rentals - London Town
Fantastic Location with the surprise to be on the water
1010 out of 10
Exceptionalexceptional
236 reviews(236 reviews)
What an amazing property and perfect, beautiful area to walk. Gorgeous views of the waterway and bridge. Perfect distance to downtown Annapolis. We feel so fortunate to find this gem.
Diane M.
Stayed Oct 2023
Wonderful weekend
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
We travelled from Canada and shared the cottage with our son, daughter-in-law and 16-month-old grandson for 3 nights. The cottage is exactly as described and had everything we needed to enjoy a wonderful weekend together. The beds are comfortable and the kitchen is well-equipped for cooking. There’s a grocery store a few minutes away and Annapolis is just a short trip for exploring. The best part is the beautiful, peaceful waterfront location and the many windows and screened porch that allow maximum enjoyment of the view. The cottage host is pleasant to deal with and responds quickly to messages. We’d love to visit again!
Elizabeth D.
Stayed Apr 2023
Perfectly Peaceful
1010 out of 10
Exceptionalexceptional
143 reviews(143 reviews)
This property provided the perfect, peaceful weekend escape for my husband and I. Dun’s Cove proved to be the best location to stay in the area with all the attractions and amenities nearby yet, we were always welcomed back by the tranquility of this property nestled along the shore. The views from within the home enhanced the feeling of being outdoors at all times and the added bonus of a wood burning fireplace truly made our time special. Whether you are in the area and need a place to stay or as a destination home, we would highly recommend renting this property.
Sheri W.
Stayed Dec 2021
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value