Princess Anne Holiday Rentals

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Holiday Rentals in Princess Anne

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (480)
"Amazing place for vacation "
United States
carla
Key West Cottages

Salisbury Riverfront Lofts

3.0 star property
Salisbury
9.4 out of 10, Exceptional, (23)
"Really cute unit. We loved how it was decorated. "
United States
Marianna
The price is NZ$451
includes taxes & fees
30 Nov - 1 Dec
Salisbury Riverfront Lofts

Blufin Bungalows & Marina

3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (205)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Downtown Chincoteague
10.0 out of 10, Exceptional, (64)
"We absolutely loved the location of the property - so walkable and bikeable to so many fun things, and nestled in a neighborhood with a great vibe. Easy communication with the host when we needed it, too. "
United States
Kimberley M.
The price is NZ$461
includes taxes & fees
16 Nov - 17 Nov
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
Deep Hole
10.0 out of 10, Exceptional, (6)
"This was exactly what we needed. The property is delightful with everything you could need. It was clean and very comfortable. The hosts stayed in touch with us and were available if needed. We are looking forward to returning soon!"
United States
Caroline F.
The price is NZ$429
includes taxes & fees
17 Nov - 18 Nov
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Cottage near the Bay

Crisfield
8.8 out of 10, Excellent, (50)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is NZ$331
includes taxes & fees
14 Nov - 15 Nov
Cottage near the Bay

Only 5 min. from the Beach!

Chincoteague Island
9.2 out of 10, Wonderful, (29)
"Our 2 bedroom stay was the perfect size. It was right on the corner of the second floor so we felt like we have the balcony to ourselves. The staff was friendly and the communication was great. Will definitely stay again!"
United States
Mallory
The price is NZ$335
includes taxes & fees
17 Nov - 18 Nov
Only 5 min. from the Beach!

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Birch Town
9.6 out of 10, Exceptional, (42)
"We came for the beach and blueberry festival! It was close enough to everything and also far enough away from the crowds. Loved the view of the lighthouse and the park"
United States
Melody S.
The price is NZ$710
includes taxes & fees
14 Nov - 15 Nov
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

The Neigh-Neigh - Location! Location! Location!

Downtown Chincoteague
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 NZ$714
includes taxes & fees
23 Nov - 24 Nov
The Neigh-Neigh - Location! Location! Location!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
Parsonsburg
The price is NZ$422
includes taxes & fees
17 Nov - 18 Nov
6 Mi to Salisbury: Forest-view Sanctuary!

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Down the Marsh
9.8 out of 10, Exceptional, (21)
"This was an adorable tiny house that looked brand new. It was very clean, the bed was comfortable, the kitchen amenities were all we needed, and the screened in front porch was a great place to eat, play games, and just hang out while overlooking the water. Check in was easy and the people were very friendly and helpful. "
United States
Ashley L.
The price is NZ$359
includes taxes & fees
20 Nov - 21 Nov
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Only 5 min to Assateague National Seashore!

Chincoteague Island
9.4 out of 10, Exceptional, (20)
"Nice place. "
United States
Rick B.
The price is NZ$337
includes taxes & fees
16 Nov - 17 Nov
Only 5 min to Assateague National Seashore!

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Captain's Cove
9.8 out of 10, Exceptional, (59)
"We enjoyed our stay. Our host was very responsive and the community amenities and access to Chincoteague and Assateague are excellent."
United States
Kristen Z.
The price is NZ$819
includes taxes & fees
18 Nov - 19 Nov
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Salisbury Hideaway

Salisbury
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 NZ$627
includes taxes & fees
8 Dec - 9 Dec
Salisbury Hideaway

Only 5 min. from the Beach!

Chincoteague Island
8.2 out of 10, Very good, (32)
"Excellent location, perfect size for two adults. Easy check in/out procedure. Only negative was lots of flies in room when we checked in and no one working front desk we could communicate with."
United States
Isabela D.
The price is NZ$337
includes taxes & fees
25 Nov - 26 Nov
Only 5 min. from the Beach!

A Bargain on Chincoteague Island!

Chincoteague Island
8.8 out of 10, Excellent, (3)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is NZ$337
includes taxes & fees
4 Dec - 5 Dec
A Bargain on Chincoteague Island!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Deep Hole
9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
The price is NZ$657
includes taxes & fees
14 Nov - 15 Nov
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Spacious Riverfront Loft Close to Downtown and Dining

Salisbury
9.0 out of 10, Wonderful, (12)
"Spacious apartment and close to family living in Salisbury. Brant was very responsive "
United States
Don H.
The price is NZ$411
includes taxes & fees
16 Nov - 17 Nov
Spacious Riverfront Loft Close to Downtown and Dining

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Up the Neck
9.4 out of 10, Exceptional, (137)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is NZ$591
includes taxes & fees
14 Nov - 15 Nov
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

2.0 star property
Snow Hill
The price is NZ$335
includes taxes & fees
14 Nov - 15 Nov
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches
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 favorite 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 depends 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 NZ$335 per night. Entering your travel dates in the search wizard you might find 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?

Mount Vernon Beach and Manokin Park 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.