Princess Anne Holiday Rentals

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Holiday Rentals in Princess Anne

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (470)
"Great place to stay!"
United States
Paul
Key West Cottages
Salisbury Riverfront Lofts
3.0 star property
9.2 out of 10, Wonderful, (22)
"Very nice place clean & roomy."
United States
Brian
The price is AU$388
includes taxes & fees
28 Oct - 29 Oct
Salisbury Riverfront Lofts
Only 5 min. from the Beach!
9.2 out of 10, Wonderful, (27)
"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 AU$294
includes taxes & fees
29 Oct - 30 Oct
Only 5 min. from the Beach!
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
9.6 out of 10, Exceptional, (15)
"Property was nice and clean"
United States
Luke S.
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
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"
United States
Bob S.
The price is AU$788
includes taxes & fees
4 Nov - 5 Nov
The Neigh-Neigh - Location! Location! Location!
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
10.0 out of 10, Exceptional, (61)
"Property was as described. Walking distance to cute town.15 min drive to beach. Nice for families or couples."
United States
Jacqueline S.
The price is AU$396
includes taxes & fees
27 Oct - 28 Oct
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
2.0 star property
10.0 out of 10, Exceptional, (6)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is AU$362
includes taxes & fees
30 Oct - 31 Oct
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
The price is AU$577
includes taxes & fees
26 Oct - 27 Oct
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Beach Bargain near Assateague National Seashore!
8.0 out of 10, Very good, (8)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is AU$296
includes taxes & fees
26 Oct - 27 Oct
Beach Bargain near Assateague National Seashore!
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
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 AU$624
includes taxes & fees
26 Oct - 27 Oct
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Deal Island Bay Cottage
9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AU$408
includes taxes & fees
26 Oct - 27 Oct
Deal Island Bay Cottage
Stunning waterfront panoramic view getaway house
9.8 out of 10, Exceptional, (58)
"Property was exceptional. Nick anticipated everything that we might possibly need and provided it to us at check in without us needing to ask. We couldn’t be happier with our stay and will definitely be booking this property again in the future. "
United States
Kevin M.
The price is AU$706
includes taxes & fees
26 Oct - 27 Oct
Stunning waterfront panoramic view getaway house
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
9.4 out of 10, Exceptional, (3)
"Check in was easy! A/C units were a bit tricky. Location was great! "
United States
Camille S.
The price is AU$453
includes taxes & fees
26 Oct - 27 Oct
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
Only 5 min from Assateague National Seashore!
7.4 out of 10, Good, (3)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is AU$298
includes taxes & fees
4 Nov - 5 Nov
Only 5 min from Assateague National Seashore!
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
10.0 out of 10, Exceptional, (8)
"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."
United States
Karen P.
The price is AU$1,070
includes taxes & fees
29 Oct - 30 Oct
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
9.8 out of 10, Exceptional, (20)
"Loved that it was right on the bay. "
United States
Debra
The price is AU$317
includes taxes & fees
26 Oct - 27 Oct
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
9.4 out of 10, Exceptional, (135)
"Location perfect, house nice, yard needs some work. "
United States
tracy H.
The price is AU$506
includes taxes & fees
26 Oct - 27 Oct
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
The price is AU$367
includes taxes & fees
6 Nov - 7 Nov
6 Mi to Salisbury: Forest-view Sanctuary!
Salisbury Hideaway
10.0 out of 10, Exceptional, (19)
"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!"
United States
Melanie M.
The price is AU$500
includes taxes & fees
27 Oct - 28 Oct
Salisbury Hideaway
Cottage near the Bay
8.8 out of 10, Excellent, (49)
"nothing fancy, clean, plenty of space and privacy located centrally near plenty of beaches"
United States
MOLLY R.
The price is AU$291
includes taxes & fees
29 Oct - 30 Oct
Cottage near the Bay
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

Everything you need to know about Princess Anne holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Princess Anne holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Princess Anne holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Princess Anne holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Princess Anne. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Princess Anne holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Princess Anne holiday rentals we have selected for you start as low as AU$294 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Princess Anne rentals

At Expedia, we put the best Princess Anne holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Princess Anne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Princess Anne holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Princess Anne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Wellington State Wildlife Management Area 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.