Aerial view of Princess Anne, Maryland with marshlands and waterways at sunset

Princess Anne Vacation Rentals

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Our top choices for Princess Anne vacation homes

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is CA $115
CA $266 total
includes taxes & fees
Jun 22 - Jun 23
Cottage near the Bay

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (271 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is CA $315
CA $433 total
includes taxes & fees
Jun 24 - Jun 25
Blufin Bungalows & Marina

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is CA $198
CA $494 total
includes taxes & fees
Jun 22 - Jun 23
Salisbury Hideaway

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (57 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is CA $223
CA $631 total
includes taxes & fees
Jun 28 - Jun 29
The purple door at the bay.

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (38 reviews)
"My family and I had a great stay was a comfy and safe space to relax and enjoy our Halloween weekend would definitely recommend!"
United States
Mackenzie N.
The price is CA $272
CA $585 total
includes taxes & fees
Jun 29 - Jun 30
Salisbury Cottage

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 CA $156
CA $351 total
includes taxes & fees
Jun 29 - Jun 30
Tangier Escape, great place get away from it all on Deal Island, MD.

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 CA $132
CA $385 total
includes taxes & fees
Jun 25 - Jun 26
6 Mi to Salisbury: Forest-View Sanctuary!

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 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 CA $177
CA $363 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Barn Loft: Country Views & Central to Beaches

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, (9 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is CA $328
CA $784 total
includes taxes & fees
Jun 29 - Jun 30
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

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)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
The price is CA $318
CA $508 total
includes taxes & fees
Jun 22 - Jun 23
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and brought toys over for our children to help occupy them while we were there. The host is also connected to the Daisey's Island Cruises and gave us a discounted price to take in the cruise while we were on the island. That was very enjoyable and helped us learn more about the island and the annual pony round-up. It suited our family of 5 well."
United States
Cleason H.
The price is CA $294
CA $504 total
includes taxes & fees
Jun 22 - Jun 23
Cozy 2-bedroom house in Chincoteague

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, (44 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $286
CA $745 total
includes taxes & fees
Jul 5 - Jul 6
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (66 reviews)
"What a stunning view and super welcoming host!! We loved our stay and especially enjoyed the kayaks and bikes, great welcome kit of toiletries and kitchen supplies, very comfortable beds and soft sheets, outdoor space to watch the stars, and quiet, peaceful neighborhood. "
United States
l h.
The price is CA $361
CA $863 total
includes taxes & fees
Jun 23 - Jun 24
Bayfront Modern Retreat • Dock, Kayaks, Views

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 CA $382
CA $461 total
includes taxes & fees
Jun 22 - Jun 23
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

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, (6 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
2 Mi to Downtown: Tranquil Abode in Chincoteague!

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 CA $382
CA $461 total
includes taxes & fees
Jun 22 - Jun 23
Riverside Lodge Bed & Breakfast on the Honga River UNIT E

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 CA $368
CA $506 total
includes taxes & fees
Jun 29 - Jun 30
Entire Private Home • Sleeps 6 • Prime Salisbury Location

'The Bayside Escape' Remote Chesapeake Bay Estate

'The Bayside Escape' Remote Chesapeake Bay Estate
Fishing Creek
'The Bayside Escape' Remote Chesapeake Bay Estate

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is CA $442
CA $957 total
includes taxes & fees
Jul 8 - Jul 9
The Neigh-Neigh - Location! Location! Location!
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

Find out more about Princess Anne

Princess Anne Vacation Homes information

Number of reviews
271
Accommodation
639 Vacation Homes
Lowest Price
CA $433
Highest Price
CA $433

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