A sunset over a lake with a dock and a small settlement.

Princess Anne Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Princess Anne vacation rentals

Apartment D: Riverfront Grand

1. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
$238 nightly
The price is $256
Aug 31 - Sep 1
Total with taxes and fees
Salisbury Riverfront Lofts
Private kitchen

2. Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.0 out of 10, Wonderful, (18 reviews)
"Would definitely stay here again. "
United States
Darlene P.
$178 nightly
The price is $188
Aug 31 - Sep 1
Total with taxes and fees
Retro Hipster: Close to downtown, dining and fun
Exterior

3. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
$313 nightly
The price is $332
Sep 21 - Sep 22
Total with taxes and fees
Salisbury Hideaway
Beach

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

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
$233 nightly
The price is $247
Sep 14 - Sep 15
Total with taxes and fees
Tangier Escape, great place get away from it all on Deal Island, MD.
Living area

5. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"The cottage was comfortable and met our expectations. We were in Salisbury to visit family and were familiar with the area since we had lived there for many years."
United States
Fred W.
$345 nightly
The price is $366
Sep 28 - Sep 29
Total with taxes and fees
Salisbury Cottage
Private kitchen

6. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."
United States
Christopher M.
$249 nightly
The price is $264
Aug 30 - Aug 31
Total with taxes and fees
Deal Island Bay Cottage
Interior

7. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (61 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
$179 nightly
The price is $190
Aug 30 - Aug 31
Total with taxes and fees
Cottage near the Bay
Outdoor dining

8. 6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
$248 nightly
The price is $276
Aug 31 - Sep 1
Total with taxes and fees
6 Mi to Salisbury: Forest-View Sanctuary!
Private kitchen

9. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
$239 nightly
The price is $268
Aug 30 - Aug 31
Total with taxes and fees
Cozy Barn Loft: Country Views & Central to Beaches
House (3 Bedrooms) | Front of property

10. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
$242 nightly
The price is $271
Aug 31 - Sep 1
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
Room

11. 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
9.8 out of 10, Exceptional, (24 reviews)
"First time using VRBO and it was more than inexpected"
United States
Robert J.
$171 nightly
The price is $181
Sep 21 - Sep 22
Total with taxes and fees
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Interior

12. Deluxe corner apartment with riverfront views close to dining and downtown

Deluxe corner apartment with riverfront views close to dining and downtown
Salisbury
8.8 out of 10, Excellent, (6 reviews)
"Lovely apartment in the heart of Salisbury. Ckean, well appointed, and comfortable. "
United States
Gretel S.
$222 nightly
The price is $232
Aug 31 - Sep 1
Total with taxes and fees
Deluxe corner apartment with riverfront views close to dining and downtown
Living area

13. Spacious Riverfront Loft Close to Downtown and Dining

Spacious Riverfront Loft Close to Downtown and Dining
Salisbury
9.0 out of 10, Wonderful, (13 reviews)
"Great location, great restaurants below the loft."
United States
Pamela F.
$217 nightly
The price is $227
Aug 31 - Sep 1
Total with taxes and fees
Spacious Riverfront Loft Close to Downtown and Dining
Palm Cottage

14. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (623 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
$242 nightly
The price is $272
Sep 7 - Sep 8
Total with taxes and fees
Key West Cottages
Living area

15. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"Overall nice stay!"
United States
Becky S.
$447 nightly
The price is $493
Aug 31 - Sep 1
Total with taxes and fees
Bayfront Modern Retreat • Dock, Kayaks, Views
Living area

16. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (32 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
$192 nightly
The price is $202
Sep 14 - Sep 15
Total with taxes and fees
Assateageue Inn 104 by Seaside Vacations & Sales
Interior

17. Entire Private Home • Sleeps 6 • Prime Salisbury Location

Entire Private Home • Sleeps 6 • Prime Salisbury Location
Salisbury
10.0 out of 10, Exceptional, (1 review)
"The stay was great. "
United States
Nathaniel N.
$308 nightly
The price is $326
Aug 30 - Aug 31
Total with taxes and fees
Entire Private Home • Sleeps 6 • Prime Salisbury Location
Interior

18. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
9.8 out of 10, Exceptional, (9 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
$333 nightly
The price is $374
Sep 16 - Sep 17
Total with taxes and fees
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Living area

19. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (67 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
$409 nightly
The price is $451
Sep 14 - Sep 15
Total with taxes and fees
The purple door at the bay.
House (3 Bedrooms) | Interior

20. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
$324 nightly
The price is $364
Sep 16 - Sep 17
Total with taxes and fees
2 Mi to Downtown: Tranquil Abode in Chincoteague!
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

Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North

8/10 Good
"The room was very clean and relatively new aside from the bathroom, which seemed pretty dated and was very very small. Also, the room was supposed to be one queen bed, but it felt more like a full-size bed to me."
Sally 1-night trip
Posted 1 hour ago
Wingate by Wyndham Salisbury MD Airport North

Find out more about Princess Anne

Everything you need to know about Princess Anne vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Princess Anne vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Princess Anne vacation 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 low season months. For more hustle and bustle, you may prefer to visit Princess Anne in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $202 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Princess Anne rentals

At Expedia, we put the best Princess Anne vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.

How many vacation rentals are there in Princess Anne?

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

What can I see and do in Princess Anne?

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