A sunset over a lake with a dock and a small settlement.

Holiday Homes in Princess Anne

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Princess Anne holiday homes

Interior

1. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (58 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is AU$268
includes taxes & fees
16 Aug - 17 Aug
Cottage near the Bay
Smart TV, offices

2. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (39 reviews)
"The cottage was comfortable and met our expectations. We were in Salisbury to visit family and were familiar with the area since we had lived there for many years."
United States
Fred W.
The price is AU$533
includes taxes & fees
11 Aug - 12 Aug
Salisbury Cottage
Coffee/tea maker, fridge, microwave, oven

3. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is AU$362
includes taxes & fees
13 Aug - 14 Aug
Cozy Barn Loft: Country Views & Central to Beaches
Outdoor dining

4. 6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is AU$390
includes taxes & fees
11 Aug - 12 Aug
6 Mi to Salisbury: Forest-View Sanctuary!
Exterior

5. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is AU$516
includes taxes & fees
1 Sept - 2 Sept
Salisbury Hideaway
Beach

6. Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (1 review)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is AU$347
includes taxes & fees
18 Aug - 19 Aug
Tangier Escape, great place get away from it all on Deal Island, MD.
Exterior

7. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (305 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
The price is AU$521
includes taxes & fees
13 Aug - 14 Aug
Blufin Bungalows & Marina
TV, DVD player

8. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (65 reviews)
"Great host, clean space, beautiful water view from the Master, great location right on the water."
United States
Melissa W.
The price is AU$623
includes taxes & fees
23 Aug - 24 Aug
The purple door at the bay.
Smart TV, books

9. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful space. Lots of space for sleeping options. Easy check in process. Close to different shops!"
United States
Virginia D.
The price is AU$470
includes taxes & fees
8 Sept - 9 Sept
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Interior

10. Entire Private Home • Sleeps 6 • Prime Salisbury Location

Entire Private Home • Sleeps 6 • Prime Salisbury Location
Salisbury
10.0 out of 10, Exceptional, (1 review)
"The stay was great. "
United States
Nathaniel N.
The price is AU$497
includes taxes & fees
16 Aug - 17 Aug
Entire Private Home • Sleeps 6 • Prime Salisbury Location
Interior

11. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
10.0 out of 10, Exceptional, (7 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
The price is AU$670
includes taxes & fees
20 Aug - 21 Aug
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Smart TV, books

12. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$453
includes taxes & fees
24 Aug - 25 Aug
Cozy 2-bedroom house in Chincoteague
Marina

13. Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is AU$500
includes taxes & fees
17 Aug - 18 Aug
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smart TV, offices

14. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is AU$828
includes taxes & fees
1 Sept - 2 Sept
Bayfront Modern Retreat • Dock, Kayaks, Views
Terrace/patio

15. Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!
Smith Island
9.6 out of 10, Exceptional, (52 reviews)
"Very nice property! Spacious rooms, great host"
United States
Sara L.
The price is AU$446
includes taxes & fees
7 Sept - 8 Sept
Historic home on Smith Island w/ dock!
Exterior

16. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (14 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is AU$706
includes taxes & fees
31 Aug - 1 Sept
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Beach nearby

17. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (47 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AU$758
includes taxes & fees
8 Sept - 9 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Beach nearby, sun-loungers

18. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (78 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is AU$603
includes taxes & fees
10 Sept - 11 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Exterior

19. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is AU$459
includes taxes & fees
11 Aug - 12 Aug
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Exterior

20. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is AU$459
includes taxes & fees
11 Aug - 12 Aug
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
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 Princess Anne Hotel Reviews

Best Western Salisbury Plaza

Best Western Salisbury Plaza

10/10 Excellent
"We had unexpected car troubles on the way home from our family vacation. We ended up in Salisbury MD and had to stay the night while our vehicle was getting repaired. The Best Western was recommended to us by the man that towed our vehicle. We are thankful because we had a great experience! The staff was friendly, accommodating and generous. If you find yourself needing to stay the night in Salisbury MD then The Best Western is where you want to stay."
Elisabeth 1-night trip
Posted 2 hours ago
Best Western Salisbury Plaza

Find out more about Princess Anne

Princess Anne Holiday Homes information

Number of reviews
305
Accommodation
639 Holiday Homes
Lowest Price
AU$521
Highest Price
AU$521