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

Princess Anne Vacation Rentals

Q: 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.

Dates

November 2026

December 2026

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Our top choices for Princess Anne vacation rentals

A room with a large bed, multiple windows, and a ceiling fan.

1. Salisbury Riverfront Lofts

Salisbury

Carmen

AED 934 total

includes taxes & fees

9 Nov - 10 Nov

An open door leading to a bedroom with a bed, a nightstand, and a lamp.

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

Salisbury

Doug R.

AED 634 total

includes taxes & fees

9 Nov - 10 Nov

A waterfront house with a balcony, dock, and a view of the water.

3. Key West Cottages

Downtown Chincoteague

Melissa

AED 478 total

includes taxes & fees

9 Dec - 10 Dec

A beach with waves gently lapping onto the shore under a clear sky.

4. Salisbury Hideaway

Salisbury

Michelle S.

AED 1,176 total

includes taxes & fees

9 Nov - 10 Nov

5. Salisbury Cottage

Salisbury

Matthew B.

AED 1,195 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

6. Deal Island Bay Cottage

Deal Island

Margaret H.

AED 901 total

includes taxes & fees

9 Nov - 10 Nov

A sandy beach with footprints, a pier in the distance, and a clear sky.

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

Deal Island Historic District

Jennifer P.

AED 946 total

includes taxes & fees

11 Nov - 12 Nov

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

8. Cottage near the Bay

Crisfield

Karen J.

AED 654 total

includes taxes & fees

9 Nov - 10 Nov

An open doorway leading to a living room with a fireplace, a dining area, and a kitchen visible through an open door.

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

Salisbury

Gretel S.

AED 817 total

includes taxes & fees

9 Nov - 10 Nov

A compact kitchen with a checkered floor, a dining table with chairs, and a large wall art piece.

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

Salisbury

Courtney L.

AED 671 total

includes taxes & fees

16 Nov - 17 Nov

A room with a glass-top coffee table, a white dresser with gold handles, a white door, and a patterned rug.

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

Salisbury

Nathaniel N.

AED 1,312 total

includes taxes & fees

23 Nov - 24 Nov

12. 6 Mi to Salisbury: Forest-view Sanctuary!

Parsonsburg

AED 996 total

includes taxes & fees

18 Nov - 19 Nov

A living room with a patterned rug, a bookshelf, a red sofa, and a fish-shaped wall decoration.

13. Spacious Riverfront Loft Close to Downtown and Dining

Salisbury

Pamela F.

AED 808 total

includes taxes & fees

15 Nov - 16 Nov

14. 6 Mi to Salisbury: Forest-View Sanctuary!

Parsonsburg

Rebecca M.

AED 959 total

includes taxes & fees

18 Nov - 19 Nov

An outdoor seating area with a view of a waterfront during sunset.

15. Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

Maggie G.

AED 1,438 total

includes taxes & fees

16 Nov - 17 Nov

A two-story building with a central entrance and a wooden walkway leading to it.

16. Assateague Inn 103 by Seaside Vacations & Sales

Chincoteague Island

Ellen K.

AED 710 total

includes taxes & fees

9 Nov - 10 Nov

A sunroom with wicker furniture, large windows, and a view of the water.

17. The purple door at the bay.

Captain's Cove

Rick K.

AED 1,574 total

includes taxes & fees

18 Nov - 19 Nov

A modern living room with a sliding glass door to a deck, a dining area with a table and chairs, and a cozy seating area with a sofa and cushions.

18. Assateageue Inn 104 by Seaside Vacations & Sales

Chincoteague Island

Paula

AED 710 total

includes taxes & fees

9 Nov - 10 Nov

A covered porch with wicker chairs and a view of the outdoors.

19. Pet-friendly creekside cottage w/ backyard

Up the Neck

Christine

AED 1,234 total

includes taxes & fees

9 Nov - 10 Nov

A marina at sunset with boats docked and buildings in the background.

20. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island

Samantha J.

AED 1,119 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

Find vacation rentals that suit your style

Top Princess Anne Hotel Reviews

A yellow motel with a sign reading "Best UFO" and a car parked in front.

Americas Best Value Inn Princess Anne

Princess Anne

10/10 Excellent

Leonard

A large, historic house with a wrap-around porch and a gazebo, surrounded by lush vegetation and a body of water.

The Whitehaven Hotel

Quantico

10/10 Excellent

Anonymous traveler

A modern indoor pool area with wooden beams, a pool, and seating arrangements.

Hampton Inn & Suites Salisbury/Fruitland

Fruitland

10/10 Excellent

Anonymous traveler

A modern lobby with a reception desk, a seating area with a sofa and a plant, and a staircase leading to an upper level.

Wingate by Wyndham Salisbury MD Airport North

Salisbury

10/10 Excellent

Monica

A hotel corridor with a large screen displaying a construction site, a curved wooden wall, and an exit sign.

Courtyard by Marriott Salisbury

Salisbury

10/10 Excellent

Tonya

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

10/10 Excellent

Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...

Kate

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Excellent

Tatyana

A modern living room with a stone fireplace, comfortable seating, and a kitchen area with wooden cabinets and pendant lighting.

Residence Inn by Marriott Salisbury

Salisbury

10/10 Excellent

Meghan

A waterfront hotel with multiple balconies, a dock, and a calm water body.

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

10/10 Excellent

I was looking for a place to stay in Chincoteague, Va. My youngest son and his wife were coming from Northern Virginia to meet me and my wife coming from Virginia Beach, Virginia. Our goal was to show my son's wife the wild ponies of Assateague Island. Also the statue of "Misty of Chincoteague" in the local park. Staying at the Fairfield Inn allowed us to get to the park area very quickly. On the last day of our stay we were able to see the ponies, take photos, and enjoy the park. We returned...

Bill

Key West Cottages

Downtown Chincoteague

10/10 Excellent

Chris

A Holiday Inn Express building with a stone facade and a covered entrance area.

Holiday Inn Express Hotel & Suites Salisbury - Delmar by IHG

Delmar

10/10 Excellent

\[My stay at this hotel with my sister and her two teenagers was awesome!!! The hotel is very clearn, about 5 years old, the staff was very friendly and prompt with service, the free breakfast is delicious serving pastries, eggs, sausge, bacon, buscuits, bagels, bread (toast), fresh fruit, fruit juices, hot and cold cereal, coffee and more....that's more than a continental breakfast...all free! The rooms and bathrooms were so clean and fresh...free internet service, and so much more! It's...

Anonymous traveler

A spacious lobby with a wooden reception desk, a sofa, a staircase, and a reception area.

Country Inn & Suites by Radisson, Salisbury, MD

Salisbury

10/10 Excellent

Jean yvens

A large, two-story house with a porch and a garden with purple flowers.

Garden and Sea Inn

New Church

10/10 Excellent

larry

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?

Manokin Park and Mount Vernon Beach are a couple of lovely local spots to get outside and enjoy nature. Hytche athletic Center 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.

Princess Anne Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Princess Anne vacation rentals

1. Salisbury Riverfront Lofts

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

3. Key West Cottages

4. Salisbury Hideaway

5. Salisbury Cottage

6. Deal Island Bay Cottage

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

8. Cottage near the Bay

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

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

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

12. 6 Mi to Salisbury: Forest-view Sanctuary!

13. Spacious Riverfront Loft Close to Downtown and Dining

14. 6 Mi to Salisbury: Forest-View Sanctuary!

15. Bayfront Modern Retreat • Dock, Kayaks, Views

16. Assateague Inn 103 by Seaside Vacations & Sales

17. The purple door at the bay.

18. Assateageue Inn 104 by Seaside Vacations & Sales

19. Pet-friendly creekside cottage w/ backyard

20. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Find vacation rentals that suit your style

Top Princess Anne Hotel Reviews

Americas Best Value Inn Princess Anne

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Princess Anne?

What are some of the best vacation home rentals in Princess Anne?

How many vacation rentals are there in Princess Anne?

What can I see and do in Princess Anne?

What are vacation rentals like in Princess Anne?