
Vacation rentals near London Town
We found 1,089 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 7 - Nov 14
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 $528
CA $528
CA $4,788 total
CA $4,788 total
includes taxes & fees
Image gallery for Brand New Spacious Luxury Home

1010 out of 10 rating
Exceptional
(8 reviews)
Brand New Spacious Luxury Home
Annapolis, MD
10% off
Price is CA $941
CA $941
CA $8,906 total
CA $8,906 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 $601
CA $601
CA $5,702 total
CA $5,702 total
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland

9.89.8 out of 10 rating
Exceptional
(35 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
15% off
Price is CA $322
CA $322
CA $2,919 total
CA $2,919 total
includes taxes & fees
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
10% off
Price is CA $488
CA $488
CA $4,944 total
CA $4,944 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 $459
CA $459
CA $4,391 total
CA $4,391 total
includes taxes & fees
Image gallery for Secluded Waterfront Property on 3 acres with swimming pool and dock.

1010 out of 10 rating
Exceptional
(47 reviews)
Secluded Waterfront Property on 3 acres with swimming pool and dock.
Bozman, MD
6% off
Price is CA $938
CA $938
CA $8,457 total
CA $8,457 total
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.

1010 out of 10 rating
Exceptional
(52 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
15% off
Price is CA $926
CA $926
CA $8,189 total
CA $8,189 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 $372
CA $372
CA $3,208 total
CA $3,208 total
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available

1010 out of 10 rating
Exceptional
(46 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
18% off
Price is CA $474
CA $474
CA $4,580 total
CA $4,580 total
includes taxes & fees
Image gallery for Bay views with kayaks, bikes, fire pit, crabbing and more

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side, MD
40% off
Price is CA $319
CA $319
CA $3,041 total
CA $3,041 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 $291
CA $291
CA $2,519 total
CA $2,519 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 $1,053
CA $1,053
CA $9,007 total
CA $9,007 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 $305
CA $305
CA $2,877 total
CA $2,877 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 $433
CA $433
CA $3,524 total
CA $3,524 total
includes taxes & fees
Image gallery for Walkable Eastport Home with Firepit, Porch & Fenced-in Yard

1010 out of 10 rating
Exceptional
(36 reviews)
Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
Annapolis, MD
5% off
Price is CA $516
CA $516
CA $4,849 total
CA $4,849 total
includes taxes & fees
Image gallery for Pet-Friendly Cottage – Ideal for Summer Getaways!

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Pet-Friendly Cottage – Ideal for Summer Getaways!
Tilghman, MD
15% off
Price is CA $327
CA $327
CA $3,180 total
CA $3,180 total
includes taxes & fees
Image gallery for Welcome to our newly built house

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Welcome to our newly built house
Glen Burnie, MD
10% off
Price is CA $458
CA $458
CA $4,041 total
CA $4,041 total
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.

9.89.8 out of 10 rating
Exceptional
(53 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
10% off
Price is CA $636
CA $636
CA $5,505 total
CA $5,505 total
includes taxes & fees
Image gallery for Quiet Relaxing Waterfront Suisse Chalet

9.69.6 out of 10 rating
Exceptional
(76 reviews)
Quiet Relaxing Waterfront Suisse Chalet
Annapolis, MD
14% off
Price is CA $412
CA $412
CA $4,081 total
CA $4,081 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 $805
CA $805
CA $7,385 total
CA $7,385 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 $522
CA $522
CA $4,862 total
CA $4,862 total
includes taxes & fees
Image gallery for Guest Quarters at the Inn - 101

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Guest Quarters at the Inn - 101
North Beach, MD
10% off
Price is CA $231
CA $231
CA $1,935 total
CA $1,935 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 $516
CA $516
CA $4,915 total
CA $4,915 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)
Waterfront Sanctuary only 50 Min. From DC/Balt.
Sleeps 12 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
Annapolis Bayfront Home
Sleeps 12 · 5 bedrooms · 3 bathrooms
Water Views - Close to Downtown Annapolis
Sleeps 12 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Private Waterfront Woods | Dock, Kayaks, Views
Sleeps 19 · 5 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
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
80 reviews(80 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
142 reviews(142 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