Search Annapolis Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Annapolis

Panther Den Cabin is located 4 miles from Hwy K Campground
Exterior

Panther Den Cabin is located 4 miles from Hwy K Campground

9.6 out of 10, Exceptional, (14)
"Nice, clean place to stay with excellent furnished kitchen!"
Panther Den Cabin is located 4 miles from Hwy K Campground
A Place To Relax-Side A
Outdoor dining

A Place To Relax-Side A

10.0 out of 10, Exceptional, (25)
"It was an amazing stay would highly recommend and so appreciated our host very pet friendly thank you "
$200 nightly
The price is $213
Aug 7 - Aug 8
Total includes taxes and fees
A Place To Relax-Side A
Serene Belgrade Hideaway With Fire Pit & Grill!
House (1 Bedroom) | Interior

Serene Belgrade Hideaway With Fire Pit & Grill!

3.0 star property
Serene Belgrade Hideaway With Fire Pit & Grill!
Rustic Caledonia Cabin Near State Parks & Boating!
Exterior

Rustic Caledonia Cabin Near State Parks & Boating!

3.0 star property
Rustic Caledonia Cabin Near State Parks & Boating!
The Cozy Cottage
Outdoor dining

The Cozy Cottage

10.0 out of 10, Exceptional, (20)
"We came to town for a family visitation and funeral and did not want to stay at a local motel. Cozy Cottage was a very relaxing and peaceful way to unwind after an emotional time. We will be back. I definitely recommend this property to anyone. The property has several cottages and would work for any size group."
The Cozy Cottage
Walk to Dtwn: Ironton Home in Historic District
House (3 Bedrooms) | Front of property

Walk to Dtwn: Ironton Home in Historic District

3.0 star property
Walk to Dtwn: Ironton Home in Historic District
Quaint Little Porch Cottage
Outdoor dining

Quaint Little Porch Cottage

9.8 out of 10, Exceptional, (22)
"We enjoyed our stay, the property is amazing!"
$172 nightly
The price is $183
Aug 7 - Aug 8
Total includes taxes and fees
Quaint Little Porch Cottage
'turtle Rock' - Ironton Cabin w/ Furnished Patio!
House (1 Bedroom) | Interior

'turtle Rock' - Ironton Cabin w/ Furnished Patio!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stroller, pack n play and high chair. This was amazing "
'turtle Rock' - Ironton Cabin w/ Furnished Patio!
Cozy Belgrade Cottage w/ Wood-Burning Stove!
Fridge, stovetop, dishwasher, coffee/tea maker

Cozy Belgrade Cottage w/ Wood-Burning Stove!

10.0 out of 10, Exceptional, (2)
"It was fantastic. The house was very well supplied. The views were fabulous. Everything worked great. "
Cozy Belgrade Cottage w/ Wood-Burning Stove!
Inviting Des Arc Cabin w/ Fire Pit + Deck!
House (1 Bedroom) | Front of property

Inviting Des Arc Cabin w/ Fire Pit + Deck!

3.0 star property
Inviting Des Arc Cabin w/ Fire Pit + Deck!
Spacious & Secluded Shook Home w/ Private Hot Tub!
House (Multiple Bedrooms) | Front of property

Spacious & Secluded Shook Home w/ Private Hot Tub!

3.0 star property
Spacious & Secluded Shook Home w/ Private Hot Tub!
Cozy Belgrade Cottage w/ Wood-burning Stove!
Cottage (2 Bedrooms) | Private kitchen | Oven, stovetop, dishwasher, cookware/dishes/utensils

Cozy Belgrade Cottage w/ Wood-burning Stove!

3.0 star property
Cozy Belgrade Cottage w/ Wood-burning Stove!
Quiet Caledonia Cabin: 18 Mi to Council Bluff Lake
Exterior

Quiet Caledonia Cabin: 18 Mi to Council Bluff Lake

3.0 star property
Quiet Caledonia Cabin: 18 Mi to Council Bluff Lake
Cozy Ironton Cabin w/ Shared Pool & Private Patio!
House (1 Bedroom) | Interior

Cozy Ironton Cabin w/ Shared Pool & Private Patio!

3.0 star property
Cozy Ironton Cabin w/ Shared Pool & Private Patio!
Arcadia Valley Bungalows
Exterior

Arcadia Valley Bungalows

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautifully rehabbed old building. The bungalow was a perfect fit for our family. It was equipped with everything we could possibly need and the quirks of an old building make this place charming. It was nicely decorated and clean. The owners were very accommodating and go to great lengths to make sure you are comfortable. The restarunt was fantastic and reasonably priced. Can't wait to come back when the pool is done. Definitely felt like home away from home."
Arcadia Valley Bungalows
Cozy Caledonia Cabin ~ 10 Mi to Elephant Rocks!
Interior

Cozy Caledonia Cabin ~ 10 Mi to Elephant Rocks!

3.0 star property
Cozy Caledonia Cabin ~ 10 Mi to Elephant Rocks!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Annapolis Hotel Reviews

Secluded Log Cabin

Secluded Log Cabin

10/10 Excellent
"Clean, cool, and comfortable. Recommend screenshoting the key code before arriving at the property.Maybe note how weak the wifi and cell service are in this location. "
Candi K. 2-night trip
Posted 5 days ago
Secluded Log Cabin