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Top cities in Howard County

A sunset over a city with a river, surrounded by greenery and buildings.
Hotels

Columbia

Columbia

Find vacation rentals that suit your style

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Apartments
Apartments

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Howard County cottages

A single-story house with a grey exterior, a brick chimney, and a well-maintained lawn with red flowers.

1. Private 4BR Guest Cottage part of Estate, Magothy River Views, Near Annapolis

Private 4BR Guest Cottage part of Estate, Magothy River Views, Near Annapolis
Arnold
10.0 out of 10, Exceptional, (5 reviews)
"Great location, excellent quality accommodations. Host communication was quick and helpful."
United States
Carl
Private 4BR Guest Cottage part of Estate, Magothy River Views, Near Annapolis
A small, single-story house with a green roof and a covered porch.

2. The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina
Pasadena
9.8 out of 10, Exceptional, (333 reviews)
"Perfect little cottage for our weekend getaway! We will definitely be back."
United States
Brian R.
The Heron's Nest at Atlantic Marina
A large estate with a main house, a guest house, and a well-maintained lawn.

3. Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!

Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!
Frederick
10.0 out of 10, Exceptional, (163 reviews)
"Lovely, well-equipped home near Frederick, Maryland. An added bonus were the snacks left by the host."
United States
Carico J.
Luxurious 4BR, Private Pool, Heated Spa-Open Year-Round, Near Downtown!
A wooden deck with benches overlooking a beach.

4. Firefly Cottage at the Cape, USNA Football, Hot Tub, Com. beach, dogs, holidays,

Firefly Cottage at the Cape, USNA Football, Hot Tub, Com. beach, dogs, holidays,
Cape Saint Claire
10.0 out of 10, Exceptional, (129 reviews)
"Patricia was excellent—literally one of the best VRBO hosts we've had. The goody bags were thoughtful, the hot tub was nice and the house was clean. We loved the community beach."
United States
Leslie S.
Firefly Cottage at the Cape, USNA Football, Hot Tub, Com. beach, dogs, holidays,
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

5. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (72 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
United States
Sara W.
The price is CA $201
CA $382 total
includes taxes & fees
Nov 10 - Nov 11
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A wooden dock leading to a small red cabin by a calm water body, surrounded by lush greenery and a white fence.

6. Waterfront River Cottage for 2, dog-friendly

Waterfront River Cottage for 2, dog-friendly
Severna Park
8.8 out of 10, Excellent, (15 reviews)
"It was a very clean, pet friendly area that was perfect for a weekend getaway."
United States
James H.
Waterfront River Cottage for 2, dog-friendly
A house with a red door, a small porch, and a view of a river with a bridge in the background.

7. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A wooden deck with wicker furniture, a glass-top table, and a view of a body of water and trees.

8. Cozy and serene one bedroom waterfront guest cottage

Cozy and serene one bedroom waterfront guest cottage
Herald Harbor
10.0 out of 10, Exceptional, (3 reviews)
"The place is super cute and right on the water. Thanks for a great stay. We hope to come back again as we have friends in Herald Harbor"
United States
Jill M.
Cozy and serene one bedroom waterfront guest cottage
A deck with a table and chairs, a hot tub, and a large umbrella.

9. Butterfly Place-near Johns Hopkins,pimlico,stadium

Butterfly Place-near Johns Hopkins,pimlico,stadium
3.0 star property
Cylburn
Butterfly Place-near Johns Hopkins,pimlico,stadium
A residential house with a driveway leading to the garage.

10. Pets Welcome: Quiet Silver Spring Retreat!

Pets Welcome: Quiet Silver Spring Retreat!
3.0 star property
Silver Spring
Pets Welcome: Quiet Silver Spring Retreat!
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 reviews in Howard County

A modern hotel with multiple floors, large windows, and a view of a river and forested area.
Merriweather Lakehouse, Autograph Collection

Merriweather Lakehouse, Autograph Collection

Merriweather Lakehouse, Autograph Collection
Town Center

10/10 Excellent

Everything was amazing from the staff to location to food and entertainment.
Canada
Jason
Reviewed July 23, 2026
Merriweather Lakehouse, Autograph Collection

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