Princess Anne Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Princess Anne Vacation Homes

Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (165)
"excellent place to stay on the water"
The price is CA $398
CA $447 total
includes taxes & fees
Aug 21 - Aug 22
Blufin Bungalows & Marina
6 Mi to Salisbury: Forest-View Sanctuary!
Outdoor dining

6 Mi to Salisbury: Forest-View Sanctuary!

9.0 out of 10, Wonderful, (2)
"Very nice secluded home but yet convenient to ocean city and salisbury. Found this home very peaceful and the property manager was very nice and helpful. Great place to have BBQ and crabs with family as we did. Will definitely return to this home."
The price is CA $113
CA $341 total
includes taxes & fees
Aug 21 - Aug 22
6 Mi to Salisbury: Forest-View Sanctuary!
Cottage near the Bay
Dining

Cottage near the Bay

9.0 out of 10, Wonderful, (43)
"great, peaceful "
The price is CA $112
CA $262 total
includes taxes & fees
Aug 24 - Aug 25
Cottage near the Bay
Cozy Barn Loft: Country Views & Central to Beaches
1 bedroom, desk, travel crib, WiFi

Cozy Barn Loft: Country Views & Central to Beaches

10.0 out of 10, Exceptional, (18)
"Loft was spotless, and had everything we needed. "
The price is CA $186
CA $368 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Barn Loft: Country Views & Central to Beaches
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Fridge, microwave, oven, stovetop

3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

10.0 out of 10, Exceptional, (2)
"Place was amazing. Super clean and host let us snacks and flowers, nice touch. Just wish zi would have asked if the pool access was inckuded. That is the only thing that could have made it any better. 10/10 recommend "
The price is CA $233
CA $947 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!
Fridge, microwave, oven, stovetop

Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!

10.0 out of 10, Exceptional, (1)
"How lucky were we to find this little gem near the beach. OMG We cannot say enough good things about it. So spacious and yet still cozy. Close to everything yet far enough away to enjoy the peace and quiet. House decor is perfect. Not too beachy yet quite stylish and relaxing. Sooo many rooms, beds and sofas to enjoy. Awesome screened in sunroom and Water views from just about everywhere in the house. If no water view, then it's woods and fields. Huge tall windows that show the trees and light...
The price is CA $248
CA $613 total
includes taxes & fees
Sep 3 - Sep 4
Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Fridge, microwave, oven, stovetop

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
The price is CA $159
CA $369 total
includes taxes & fees
Sep 17 - Sep 18
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Tangier Escape, great place get away from it all on Deal Island, MD.
Beach

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

The price is CA $132
CA $279 total
includes taxes & fees
Aug 28 - Aug 29
Tangier Escape, great place get away from it all on Deal Island, MD.
The purple door at the bay.
Terrace/patio

The purple door at the bay.

9.2 out of 10, Wonderful, (51)
"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is CA $217
CA $622 total
includes taxes & fees
Aug 24 - Aug 25
The purple door at the bay.
Stunning waterfront panoramic view getaway house
Property grounds

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The roundhouse was amazing on many levels, figuratively and literally. There are many creature, comforts throughout this sprawling home and the views were serene and relaxing, and the couches and beds were comfy! And the host was very helpful and accommodating. Highly recommend would definitely stay here again."
The price is CA $139
CA $656 total
includes taxes & fees
Sep 3 - Sep 4
Stunning waterfront panoramic view getaway house
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Fridge, microwave, oven, stovetop

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

9.4 out of 10, Exceptional, (12)
"Went for a guys trip and enjoyed it "
The price is CA $215
CA $557 total
includes taxes & fees
Sep 4 - Sep 5
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Salisbury Hideaway
Exterior detail

Salisbury Hideaway

10.0 out of 10, Exceptional, (19)
"We came to Salisbury to take a tour and this was the perfect place to stay. I was just about to book a hotel room when I found the Salisbury Hideaway. We appreciated how clean and fresh everything was. The kitchen and bathroom were well appointed and the beds were so comfortable. It was nice to have our own space. We woud definitely stay here again and recommend to friend's who have kids at SU. "
The price is CA $205
CA $491 total
includes taxes & fees
Sep 2 - Sep 3
Salisbury Hideaway
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (55)
"Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. "
The price is CA $186
CA $432 total
includes taxes & fees
Sep 4 - Sep 5
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Salisbury Cottage
Fridge, microwave, oven, stovetop

Salisbury Cottage

10.0 out of 10, Exceptional, (27)
"This property was very convenient to everything we needed. It was clean and well equipped and the hosts could not have been nicer or more attentive. We would definitely stay there again. Thank you for a wonderful stay."
The price is CA $242
CA $550 total
includes taxes & fees
Aug 26 - Aug 27
Salisbury Cottage
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Exterior

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

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."
The price is CA $176
CA $596 total
includes taxes & fees
Sep 2 - Sep 3
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Interior

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

9.8 out of 10, Exceptional, (11)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is CA $311
CA $475 total
includes taxes & fees
Sep 1 - Sep 2
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10.0 out of 10, Exceptional, (11)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
The price is CA $373
CA $452 total
includes taxes & fees
Aug 25 - Aug 26
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Belle Family Holiday Retreat with hot tub
Outdoor spa tub

Belle Family Holiday Retreat with hot tub

10.0 out of 10, Exceptional, (4)
"Host and crew were wonderful and so very helpful! The house was so spacious. We really enjoyed our stay!"
The price is CA $440
CA $860 total
includes taxes & fees
Aug 26 - Aug 27
Belle Family Holiday Retreat with hot tub
Sweet cottage with outdoor shower
Fridge, microwave, oven, stovetop

Sweet cottage with outdoor shower

9.8 out of 10, Exceptional, (39)
"We enjoyed our week here. It was a perfect cottage for us. We enjoyed the screened in gazebo in the evenings and the convenient location."
The price is CA $250
CA $668 total
includes taxes & fees
Sep 3 - Sep 4
Sweet cottage with outdoor shower
The Neigh-Neigh - Location! Location! Location!
Exterior detail

The Neigh-Neigh - Location! Location! Location!

10.0 out of 10, Exceptional, (3)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
The price is CA $263
CA $721 total
includes taxes & fees
Sep 1 - Sep 2
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

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"Come here every year and love it. Great views, great staff and breakfast from 7-11!!! Highly recommend! "
Ezekiel 2-night trip
Posted 12 hours ago
Comfort Suites Chincoteague Island Bayfront Resort