Princess Anne Holiday Rentals

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Check prices for these dates

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Princess Anne

Exterior
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (485)
"We love Key West Cottages!"
United States
Jonathan
The price is HK$731
HK$821 total
includes taxes & fees
10 Dec - 11 Dec
Key West Cottages
In-room dining
Salisbury Riverfront Lofts

Salisbury Riverfront Lofts

3.0 star property
Salisbury
9.4 out of 10, Exceptional, (23)
"It was a great stay nice comfortable place "
United States
Adam
The price is HK$561
HK$1,987 total
includes taxes & fees
9 Dec - 10 Dec
Salisbury Riverfront Lofts
Exterior
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Property grounds
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Captain's Cove
9.8 out of 10, Exceptional, (59)
"Nick is an excellent host. The home was so fun for our family to stay in. The view is so beautiful and peaceful. It is even more beautiful in person. Short drive to reach Chincoteague and Assateague. Stocked with everything you need. I walked down the street and got a massage using the info provided in the house. Thanks for a wonderful and beautiful stay. "
United States
Natalie K.
The price is HK$545
HK$3,383 total
includes taxes & fees
5 Dec - 6 Dec
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Fridge, microwave, oven, stovetop
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, (65)
"Great location. The house was perfect for our family. I especially enjoyed the swing on the porch "
United States
pat B.
The price is HK$658
HK$1,928 total
includes taxes & fees
10 Dec - 11 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
TV
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

2.0 star property
Snow Hill
10.0 out of 10, Exceptional, (2)
"The hosts were wonderful, the house is beautiful, access & location was perfect. Next time I'm in the area & this place is avaliable, this is where I want to stay again. I recommend this house if you're in the area!!!Thanks to The Smiths"
United States
Sadat J.
The price is HK$903
HK$1,486 total
includes taxes & fees
8 Dec - 9 Dec
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches
Exterior detail
Salisbury Hideaway

Salisbury Hideaway

Salisbury
10.0 out of 10, Exceptional, (19)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
The price is HK$876
HK$2,456 total
includes taxes & fees
8 Dec - 9 Dec
Salisbury Hideaway
Dining
Cottage near the Bay

Cottage near the Bay

Crisfield
8.8 out of 10, Excellent, (52)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is HK$630
HK$1,469 total
includes taxes & fees
8 Dec - 9 Dec
Cottage near the Bay
Dining
Deluxe corner apartment with riverfront views close to dining and downtown

Deluxe corner apartment with riverfront views close to dining and downtown

Salisbury
8.4 out of 10, Very good, (5)
"It was seamless. Would stay here again."
United States
Joe C.
The price is HK$638
HK$1,816 total
includes taxes & fees
7 Dec - 8 Dec
Deluxe corner apartment with riverfront views close to dining and downtown
Terrace/patio
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Down the Marsh
9.8 out of 10, Exceptional, (22)
"Loved that it was right on the bay. "
United States
Debra
The price is HK$771
HK$1,040 total
includes taxes & fees
11 Dec - 12 Dec
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Fridge, microwave, oven, stovetop
Salisbury Cottage

Salisbury Cottage

Salisbury
10.0 out of 10, Exceptional, (33)
"Very clean, great communication and fabulous location close to SU!"
United States
Anne M.
The price is HK$960
HK$2,567 total
includes taxes & fees
7 Dec - 8 Dec
Salisbury Cottage
Fridge, microwave, oven, stovetop
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is HK$1,114
HK$2,047 total
includes taxes & fees
6 Dec - 7 Dec
Deal Island Bay Cottage
Exterior
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, (42)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$817
HK$3,129 total
includes taxes & fees
5 Dec - 6 Dec
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Interior
Only 5 min. from the Beach!

Only 5 min. from the Beach!

Chincoteague Island
9.2 out of 10, Wonderful, (30)
"Enjoyed our stay. Clean, comfortable, and tastefully decorated. Perfect set up with privacy between the two rooms. Would definitely recommend and stay again!"
United States
Kristina E.
The price is HK$783
HK$1,486 total
includes taxes & fees
8 Dec - 9 Dec
Only 5 min. from the Beach!
Terrace/patio
Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales

Chincoteague Island
9.6 out of 10, Exceptional, (21)
"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "
United States
Anonymous traveller
The price is HK$783
HK$1,486 total
includes taxes & fees
7 Dec - 8 Dec
Assateague Inn 104 by Seaside Vacations & Sales
Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
Parsonsburg
The price is HK$716
HK$2,002 total
includes taxes & fees
8 Dec - 9 Dec
6 Mi to Salisbury: Forest-view Sanctuary!
Fridge, microwave, oven, stovetop
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, (3)
"Wonderful stay at beautiful homeamazingly"
United States
Jonathan D.
The price is HK$1,245
HK$3,248 total
includes taxes & fees
10 Dec - 11 Dec
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Interior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Up the Neck
9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is HK$1,318
HK$2,604 total
includes taxes & fees
6 Dec - 7 Dec
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Fridge, microwave, oven, stovetop
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

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

Delmar
10.0 out of 10, Exceptional, (8)
"It was perfect. We came for men’s softball tournaments and it was very close to fields. Thank you for awesome snacks soda and water you left"
United States
Beverly B.
The price is HK$1,315
HK$5,363 total
includes taxes & fees
5 Dec - 6 Dec
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Fridge, microwave, oven, stovetop
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

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

Deep Hole
9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
The price is HK$1,012
HK$2,867 total
includes taxes & fees
5 Dec - 6 Dec
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
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

Waterside Inn

Waterside Inn

10/10 Excellent
"Nice accommodations for the Holiday with a front row seat for the Sunsets."
Sallie 2-night trip
Posted 3 days ago
Waterside Inn

Find out more about Princess Anne

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Look no further and take a look at our great range of rental properties in Princess Anne!

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 TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Princess Anne?

Manokin Park and Mount Vernon Beach are a couple of lovely local spots to get outside and enjoy nature. Somerset County Library and Princess Anne Town Hall 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.