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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Princess Anne vacation rentals

Apartment D: Riverfront Grand | 2 bedrooms, iron/ironing board (on request), WiFi (free)

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
The price is AED 236
AED 906 total
includes taxes & fees
22 Oct - 23 Oct
Salisbury Riverfront Lofts
Coffee/tea maker, fridge, microwave, oven

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

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.2 out of 10, Wonderful, (20 reviews)
"Great alternative to a hotel!"
United States
Courtney L.
The price is AED 257
AED 678 total
includes taxes & fees
22 Oct - 23 Oct
Retro Hipster: Close to downtown, dining and fun
Exterior

3. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (328 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is AED 531
AED 802 total
includes taxes & fees
13 Oct - 14 Oct
Blufin Bungalows & Marina
Coffee/tea maker, fridge, microwave, oven

4. 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.
The price is AED 509
AED 994 total
includes taxes & fees
22 Sep - 23 Sep
Cozy Barn Loft: Country Views & Central to Beaches
Beach

5. 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.
The price is AED 404
AED 903 total
includes taxes & fees
28 Sep - 29 Sep
Tangier Escape, great place get away from it all on Deal Island, MD.
Exterior

6. 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.
The price is AED 474
AED 1,184 total
includes taxes & fees
23 Sep - 24 Sep
Salisbury Hideaway
Interior

7. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (62 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is AED 298
AED 685 total
includes taxes & fees
22 Sep - 23 Sep
Cottage near the Bay
Coffee/tea maker, fridge, microwave, oven

8. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (61 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.
The price is AED 526
AED 958 total
includes taxes & fees
22 Sep - 23 Sep
Deal Island Bay Cottage
Smart TV, offices

9. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is AED 474
AED 1,238 total
includes taxes & fees
22 Sep - 23 Sep
Salisbury Cottage
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

10. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (643 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is AED 741
AED 832 total
includes taxes & fees
18 Oct - 19 Oct
Key West Cottages
2 bedrooms, desk, iron/ironing board, travel crib

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, (25 reviews)
"Great location with plenty of space to relax."
United States
Doug R.
The price is AED 257
AED 660 total
includes taxes & fees
28 Sep - 29 Sep
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.
The price is AED 270
AED 813 total
includes taxes & fees
20 Oct - 21 Oct
Deluxe corner apartment with riverfront views close to dining and downtown
Smart TV, offices

13. 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.
The price is AED 512
AED 1,869 total
includes taxes & fees
27 Sep - 28 Sep
Bayfront Modern Retreat • Dock, Kayaks, Views
TV, DVD player

14. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
The price is AED 373
AED 704 total
includes taxes & fees
6 Oct - 7 Oct
Assateageue Inn 104 by Seaside Vacations & Sales
TV, DVD player

15. 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
The price is AED 579
AED 1,655 total
includes taxes & fees
22 Sep - 23 Sep
The purple door at the bay.
Exterior

16. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (37 reviews)
"The location was central with a deck out on the marsh, which was lovely. The pool seemed well kept and was nice. It was clean and the communication with the hosts was quite good. The smart TVs didn’t really work and could only work with live tv. No apps worked. Overall, though, would stay again."
United States
Erin
The price is AED 373
AED 704 total
includes taxes & fees
22 Sep - 23 Sep
Assateague Inn 111 by Seaside Vacations & Sales
House (3 Bedrooms) | Interior

17. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is AED 466
AED 1,356 total
includes taxes & fees
26 Sep - 27 Sep
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Smart TV, offices

18. 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.
The price is AED 257
AED 830 total
includes taxes & fees
27 Sep - 28 Sep
Spacious Riverfront Loft Close to Downtown and Dining
Beach nearby

19. 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, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AED 485
AED 1,530 total
includes taxes & fees
25 Sep - 26 Sep
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Interior

20. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is AED 601
AED 1,246 total
includes taxes & fees
22 Sep - 23 Sep
Pet-friendly creekside cottage w/ backyard
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

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"Beautiful view of the Chincoteague channel. Convenient walking distance to downtown."
Gail 1-night trip
Posted 8 hours ago
Comfort Suites Chincoteague Island Bayfront Resort

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.