Annapolis Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Annapolis Vacation Homes

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
Stroll through the charming front yard, featuring a well-manicured lawn and a small bush, surrounded by mature trees.

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

2.0 star property
10.0 out of 10, Exceptional, (35)
"This was a perfect location to spend some time at Turkey Run. The neighborhood was quiet and the host was kind. "
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
Step out onto the porch and enjoy the view from the comfort of a cushioned bench.

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

9.4 out of 10, Exceptional, (30)
"We stayed here for our anniversary to be near Turkey Run and Shades. Very convenient to the parks. The home itself very cozy and well maintained. We were greeted with a sweet anniversary card and some yummy muffins. We definitely enjoyed the peacefulness of the neighborhood as well. I do recommend this home and would rent again when we return to the area. "
The price is CA $214
CA $499 total
includes taxes & fees
Aug 10 - Aug 11
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
The Getaway House with Hot Tub and Pool. Pet Friendly
Relax by the serene pool surrounded by lush greenery and trees.

The Getaway House with Hot Tub and Pool. Pet Friendly

9.6 out of 10, Exceptional, (18)
"Really enjoyed our stay at this great property in Parke county. The hosts are lovely people who take pride in their property and ensure you have what you need for a relaxing getaway. Location is great to get to all of the area sites via short drives. Love the proximity to Turkey Run state park and many covered bridges.Highly recommend. "
The Getaway House with Hot Tub and Pool. Pet Friendly
This home is located in beautiful Parke County, a rustic and charming setting.
Enjoy cooking in this well-equipped kitchen with a dishwasher, stainless steel stove, and coffee station.

This home is located in beautiful Parke County, a rustic and charming setting.

10.0 out of 10, Exceptional, (87)
"Thank you for the beautiful stay!! "
This home is located in beautiful Parke County, a rustic and charming setting.
Raccoon Lake Retreat
Relax in this stylish living room with a sectional sofa, television, and potted plant.

Raccoon Lake Retreat

10.0 out of 10, Exceptional, (2)
"This place was very clean and comfortable. The manager, Tawn, is incredible!"
Raccoon Lake Retreat
Nestled near woods and creek, this large home is near state parks and colleges..
Escape to a serene garden oasis with lush greenery and a fenced area.

Nestled near woods and creek, this large home is near state parks and colleges..

10.0 out of 10, Exceptional, (26)
"Everything was wonderful "
Nestled near woods and creek, this large home is near state parks and colleges..
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
Stroll up to the charming entrance, where steps lead to a covered porch surrounded by lush greenery and a beautifully manicured lawn.

A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.

10.0 out of 10, Exceptional, (64)
"My family and I enjoyed our stay! The house was very clean and quiet. The beds were comfortable and we had everything we needed! We would stay there again for sure!"
The price is CA $247
CA $431 total
includes taxes & fees
Aug 4 - Aug 5
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.
Luxury Amish Built Barn Home at Turkey Run
Enjoy cooking in this well-equipped kitchen with a stainless steel sink, microwave, and black stove.

Luxury Amish Built Barn Home at Turkey Run

10.0 out of 10, Exceptional, (3)
"The location & setting were great! Close to both Turkey Run & Shades State parks. House is beautiful & worked great for a girls weekend!"
Luxury Amish Built Barn Home at Turkey Run
1960's Ranch House NO CLEANING FEE
Two single beds with wooden headboards and white bedding, set against a backdrop of wooden flooring and natural light.

1960's Ranch House NO CLEANING FEE

10.0 out of 10, Exceptional, (14)
"Quite, clean property felt very safe and the owner was very nice and quick to respond."
The price is CA $260
CA $328 total
includes taxes & fees
Aug 4 - Aug 5
1960's Ranch House NO CLEANING FEE
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 Annapolis Hotel Reviews

Charming lake cabin located next to Racoon State Park.

Charming lake cabin located next to Racoon State Park.

10/10 Excellent
"Our family had a great time!"
Lori M. 3-night trip
Posted 3 days ago
Charming lake cabin located next to Racoon State Park.