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Our top choices for Annapolis vacation homes

1. AV Bungalows #9B

AV Bungalows #9B
Arcadia
10.0 out of 10, Exceptional, (2 reviews)
"My husband and I really enjoyed our stay! The Bungalow was perfect for us and will definitely be staying again when we come back to Arcadia!!"
United States
Theresa R.
The price is AED 498
AED 584 total
includes taxes & fees
3 Nov - 4 Nov
AV Bungalows #9B

2. Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Lesterville
9.0 out of 10, Wonderful, (20 reviews)
"Ellen is a Very communicative and helpful host. Property looks even better in person than in the pictures. Enjoyable stay!"
United States
Robert H.
The price is AED 1,102
AED 1,772 total
includes taxes & fees
3 Nov - 4 Nov
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

3. The Sutton House 2 blocks from Main Street & Courthouse Square

The Sutton House 2 blocks from Main Street & Courthouse Square
Ironton
10.0 out of 10, Exceptional, (65 reviews)
"Great spot just a couple of blocks from the town square. Nice and quiet."
United States
Craig H.
The price is AED 621
AED 726 total
includes taxes & fees
3 Nov - 4 Nov
The Sutton House 2 blocks from Main Street & Courthouse Square

4. Charming 1860s Renovated Home

Charming 1860s Renovated Home
Ironton
8.0 out of 10, Very good, (20 reviews)
"Had a great stay"
United States
Kevin S.
The price is AED 505
AED 942 total
includes taxes & fees
3 Nov - 4 Nov
Charming 1860s Renovated Home

5. Arcadia Valley Bungalows #6 with heated Swim spa and outdoor pool

Arcadia Valley Bungalows #6 with heated Swim spa and outdoor pool
Arcadia
10.0 out of 10, Exceptional, (2 reviews)
"Great!"
United States
Michael C.
The price is AED 575
AED 713 total
includes taxes & fees
3 Nov - 4 Nov
Arcadia Valley Bungalows #6 with heated Swim spa and outdoor pool

6. AV Bungalows #8

AV Bungalows #8
Arcadia
10.0 out of 10, Exceptional, (3 reviews)
"Great stay. The hot tub was not as warm as the pool. But nice experience overall"
United States
Tonji S.
The price is AED 575
AED 675 total
includes taxes & fees
8 Nov - 9 Nov
AV Bungalows #8

7. Arcadia Valley Bungalows #3 with Hot Tub/Outdoor Pool

Arcadia Valley Bungalows #3 with Hot Tub/Outdoor Pool
Arcadia
10.0 out of 10, Exceptional, (1 review)
"Cute bungalow; perfect for me and my husband while in Arcadia to visit family."
United States
Julie H.
The price is AED 575
AED 713 total
includes taxes & fees
8 Nov - 9 Nov
Arcadia Valley Bungalows #3 with Hot Tub/Outdoor Pool

8. Arcadia Valley Bungalows #5 with seasonal outdoor pool and year-round swim spa

Arcadia Valley Bungalows #5 with seasonal outdoor pool and year-round swim spa
Arcadia
9.0 out of 10, Wonderful, (2 reviews)
"The only issue we had was that the key was hard to insert and had to work at it to get the key all the way in and was worried it was going to break in the lock, I went to the hardware store and purchased graphite to help with the lock and now it works smoothly."
United States
Pamela B.
The price is AED 575
AED 713 total
includes taxes & fees
16 Nov - 17 Nov
Arcadia Valley Bungalows #5 with seasonal outdoor pool and year-round swim spa

9. AV Bungalows #2

AV Bungalows #2
Arcadia
10.0 out of 10, Exceptional, (2 reviews)
"Katherine was a great host! We had a small hiccup with the keypad upon arrival, but she was able to get it sorted for us almost immediately. The bungalows were clean and cozy, and my kids loved staying in the loft. We would definitely stay again!"
United States
Jill B.
The price is AED 767
AED 891 total
includes taxes & fees
8 Nov - 9 Nov
AV Bungalows #2

10. The Stonehouse - Private Hot Tub - Sleeps 5

The Stonehouse - Private Hot Tub - Sleeps 5
Fredericktown
9.8 out of 10, Exceptional, (8 reviews)
"The Stonehouse was every bit as cute and comfortable as expected! We enjoyed staying here as a great base for hiking in the area. The tiny town is a neat complex of different types of place to stay plus the Station coffee house was great to have in walking distance. "
United States
Beth A.
The price is AED 354
AED 657 total
includes taxes & fees
22 Nov - 23 Nov
The Stonehouse - Private Hot Tub - Sleeps 5

11. AV Bungalows #1 with Loft

AV Bungalows #1 with Loft
Arcadia
9.6 out of 10, Exceptional, (5 reviews)
"We loved the bungalows!! Very comfortable bedding, loved being able to stay close to friends while still having our own space. We would definitely stay here again!"
United States
Jill B.
The price is AED 883
AED 1,028 total
includes taxes & fees
3 Nov - 4 Nov
AV Bungalows #1 with Loft
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