Princess Anne Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Princess Anne vacation rentals

Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (531 reviews)
"Great place to stay very clean great location "
United States
Philip
The price is ￥28,663
￥32,189 total
includes taxes & fees
Apr 12 - Apr 13
Key West Cottages
House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is ￥14,690
￥41,064 total
includes taxes & fees
Apr 4 - Apr 5
6 Mi to Salisbury: Forest-view Sanctuary!
Smart TV, books

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (61 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.
Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (214 reviews)
"Everything at the bungalow was really nice, perfect scenery, nice and clean, check in was real easy. Only one issue, I did not see online where it said you could not fish in front of your bungalow, I only saw the sign when I pulled up to it. I think you should let people know online before you book that there is no fishing. Otherwise I had a great stay. Thank you"
United States
Concella
The price is ￥19,256
￥21,625 total
includes taxes & fees
Apr 2 - Apr 3
Blufin Bungalows & Marina
Apartment D: Riverfront Grand | 2 bedrooms, individually decorated, individually furnished

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (23 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is ￥11,369
￥40,611 total
includes taxes & fees
Mar 31 - Apr 1
Salisbury Riverfront Lofts
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, (27 reviews)
"Loved that it was right on the bay. "
United States
Debra
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Interior

Cozy creekside cottage w/fire pit & patio

Cozy creekside cottage w/fire pit & patio
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is ￥28,907
￥55,101 total
includes taxes & fees
Apr 7 - Apr 8
Cozy creekside cottage w/fire pit & patio
TV, DVD player

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is ￥16,039
￥30,244 total
includes taxes & fees
Mar 30 - Mar 31
Assateague Inn 104 by Seaside Vacations & Sales
Beach nearby, sun loungers

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, (67 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is ￥18,681
￥46,620 total
includes taxes & fees
Mar 29 - Mar 30
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
2 bedrooms, desk, iron/ironing board, travel crib

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.6 out of 10, Exceptional, (17 reviews)
"Property was nice and clean"
United States
Luke S.
The price is ￥11,954
￥29,519 total
includes taxes & fees
Apr 1 - Apr 2
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (58 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is ￥22,235
￥41,478 total
includes taxes & fees
Mar 31 - Apr 1
Deal Island Bay Cottage
House (4 Bedrooms) | Interior

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
The price is ￥17,214
￥56,086 total
includes taxes & fees
Apr 9 - Apr 10
1 Mi to Resort Marina! Greenbackville Retreat
Interior

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
Snow Hill
10.0 out of 10, Exceptional, (3 reviews)
"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 ￥20,800
￥33,114 total
includes taxes & fees
Apr 3 - Apr 4
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches
Exterior

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is ￥25,104
￥71,818 total
includes taxes & fees
Mar 29 - Mar 30
The purple door at the bay.
Exterior

A Bargain on Chincoteague Island!

A Bargain on Chincoteague Island!
Chincoteague Island
8.8 out of 10, Excellent, (3 reviews)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is ￥16,068
￥30,298 total
includes taxes & fees
Mar 29 - Mar 30
A Bargain on Chincoteague Island!
Exterior

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very Good, (8 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is ￥16,039
￥30,065 total
includes taxes & fees
Apr 7 - Apr 8
Bella's Beach Retreat by Seaside Vacations & Sales
Beach nearby

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 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is ￥16,765
￥64,193 total
includes taxes & fees
Apr 23 - Apr 24
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Exterior

Only 5 min from Assateague National Seashore!

Only 5 min from Assateague National Seashore!
Chincoteague Island
7.4 out of 10, Good, (3 reviews)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is ￥16,068
￥30,298 total
includes taxes & fees
Mar 29 - Mar 30
Only 5 min from Assateague National Seashore!
Exterior

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31 reviews)
"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "
United States
Marie E.
The price is ￥16,068
￥30,119 total
includes taxes & fees
Apr 1 - Apr 2
Only 5 min. from the Beach!
TV, DVD player

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (9 reviews)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is ￥19,087
￥33,625 total
includes taxes & fees
Apr 1 - Apr 2
Only 5 min. from the Beach!
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

Blufin Bungalows & Marina

Blufin Bungalows & Marina

10/10 Excellent
"Everything was great dishes were provided had a stove microwave and full refrigerator and freezer. Even had sponge and soap to wash dishes. Very beautiful view."
Steven 3-night trip
Posted 1 hour ago
Blufin Bungalows & Marina

Find out more about Princess Anne

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Frequently asked questions

Can I find a vacation rental in Princess Anne?

Yes, you can find vacation rentals in Princess Anne close to Ella Fitzgerald Performing Arts Center, or you can choose a more remote option if you're looking for extra privacy while you relax. Our travelers 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 vacation home rentals in Princess Anne?

Blufin Bungalows & Marina: This vacation home rental near 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?

Ballards Island and Monie Island 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 vacation rentals like in Princess Anne?

Vacation rentals are private properties you can stay in for several days or more in Princess Anne. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.