Princess Anne Holiday Rentals

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Holiday Rentals in Princess Anne

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 HK$2,622
HK$5,010 total
includes taxes & fees
6 Aug - 7 Aug
Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!
Rising Tide-Beautiful House w/ Canal Views & Expansive Decks & Outdoor Space
Exterior

Rising Tide-Beautiful House w/ Canal Views & Expansive Decks & Outdoor Space

The price is HK$11,774
HK$16,766 total
includes taxes & fees
26 Jul - 27 Jul
Rising Tide-Beautiful House w/ Canal Views & Expansive Decks & Outdoor Space
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (11)
"Went for a guys trip and enjoyed it "
The price is HK$1,731
HK$3,839 total
includes taxes & fees
13 Jul - 14 Jul
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Surf & Wind- Cozy Quiet Cottage
3 bedrooms, WiFi, bed sheets

Surf & Wind- Cozy Quiet Cottage

10.0 out of 10, Exceptional, (1)
The price is HK$2,747
HK$4,522 total
includes taxes & fees
20 Jul - 21 Jul
Surf & Wind- Cozy Quiet 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, (40)
"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 HK$1,405
HK$3,896 total
includes taxes & fees
21 Jul - 22 Jul
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch
Fridge, microwave, oven, stovetop

Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay with our five year old daughter. The house was clean and on a quiet street, and we really enjoyed playing board games and eating meals on the screen porch. A one block walk to dining options and water views, and a 10 minute drive from other large attractions. Some of the decor was not to our taste (everything seemed to be donated from funeral homes?) but it added some charm."
The price is HK$3,140
HK$5,201 total
includes taxes & fees
1 Aug - 2 Aug
Miss Ida- Adorable Downtown Historic Cottage w/ Screened Porch
Blufin Bungalows & Marina
On the beach

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (142)
"Excellent place to stay"
Blufin Bungalows & Marina
Stunning waterfront panoramic view getaway house
Property grounds

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (52)
"The Captain’s Roundhouse was a great place to spend a relaxing week. The view is terrific and the kitchen is newly renovated."
The price is HK$1,962
HK$5,160 total
includes taxes & fees
14 Jul - 15 Jul
Stunning waterfront panoramic view getaway house
The purple door at the bay.
Beach nearby

The purple door at the bay.

9.4 out of 10, Exceptional, (46)
"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 HK$1,236
HK$3,537 total
includes taxes & fees
10 Jul - 11 Jul
The purple door at the bay.
Cozy Barn Loft: Country Views & Central to Beaches
Miscellaneous

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 HK$975
HK$1,980 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Barn Loft: Country Views & Central to Beaches
6 Mi to Salisbury: Forest-View Sanctuary!
Outdoor dining

6 Mi to Salisbury: Forest-View Sanctuary!

10.0 out of 10, Exceptional, (1)
"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 HK$644
HK$1,930 total
includes taxes & fees
15 Jul - 16 Jul
6 Mi to Salisbury: Forest-View Sanctuary!
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, (1)
"The property was lovely. The host so very accommodating, The neighborhood close to restaurants and stores. The flowers, beverages and goodie basket was really a nice touch and very much appreciated. The beds were very comfortable as well. There is access to the community Pool too. The weather did not permit us to use it. Thank You."
The price is HK$1,327
HK$5,367 total
includes taxes & fees
9 Jul - 10 Jul
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
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 HK$3,084
HK$5,557 total
includes taxes & fees
5 Aug - 6 Aug
Belle Family Holiday Retreat with hot tub
Salisbury Cottage
Fridge, microwave, oven, stovetop

Salisbury Cottage

10.0 out of 10, Exceptional, (27)
"Cleanliness of property. Location. Everything g was perfect for our golf/lacrosse getaway"
The price is HK$1,601
HK$3,406 total
includes taxes & fees
6 Aug - 7 Aug
Salisbury Cottage
Salisbury Hideaway
Exterior detail

Salisbury Hideaway

10.0 out of 10, Exceptional, (17)
"Great house and beautiful neighborhood near downtown Salisbury and the University. House was clean and well-stocked with everything we needed. Really enjoyed our stay!"
The price is HK$1,406
HK$3,113 total
includes taxes & fees
21 Jul - 22 Jul
Salisbury Hideaway
Cottage near the Bay
Dining

Cottage near the Bay

8.8 out of 10, Excellent, (35)
"We enjoyed our stay. The host was very responsive to our needs and I appreciate her flexible schedule"
The price is HK$636
HK$1,481 total
includes taxes & fees
14 Jul - 15 Jul
Cottage near the Bay
Tangier Escape, great place get away from it all on Deal Island, MD.
Exterior

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

The price is HK$746
HK$1,581 total
includes taxes & fees
20 Jul - 21 Jul
Tangier Escape, great place get away from it all on Deal Island, MD.
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Interior

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

9.8 out of 10, Exceptional, (8)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is HK$1,201
HK$2,022 total
includes taxes & fees
9 Jul - 10 Jul
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Miscellaneous

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10.0 out of 10, Exceptional, (9)
"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 HK$2,119
HK$2,571 total
includes taxes & fees
9 Jul - 10 Jul
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Miscellaneous

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

The price is HK$2,119
HK$2,571 total
includes taxes & fees
9 Jul - 10 Jul
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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Frequently asked questions

Can I find a holiday rental in Princess Anne?

Yes, there are holiday rentals close to the most popular sights in Princess Anne, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Princess Anne has a good selection of restaurants. Make sure you have time to check out the beaches and shopping during your trip.

What are some of the best holiday rentals that Princess Anne has to offer?

Blufin Bungalows & Marina: This holiday home rental outside of Princess Anne is on the beach, and equipped with free WiFi and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

How many holiday rentals are there in Princess Anne?

Expedia has 3 holiday rentals for your stay in Princess Anne.

What can I see and do in Princess Anne?

Manokin Park and Wellington State Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Hytche athletic Center and Somerset County Library are other places to visit while you're in town.

What are holiday rentals like in Princess Anne?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Princess Anne. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.