Princess Anne Vacation Rentals

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Check prices for these dates

Tonight
Nov 10 - Nov 11
Tomorrow
Nov 11 - Nov 12
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in Princess Anne

Exterior
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (477)
"Amazing place for vacation "
United States
carla
Key West Cottages
Apartment D: Riverfront Grand | In-room dining
Salisbury Riverfront Lofts

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 ￥11,060
￥39,173 total
includes taxes & fees
Nov 16 - Nov 17
Salisbury Riverfront Lofts
Exterior
Blufin Bungalows & Marina

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
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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

Downtown Chincoteague
10.0 out of 10, Exceptional, (63)
"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 ￥13,808
￥39,455 total
includes taxes & fees
Nov 11 - Nov 12
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Fridge, microwave, oven, stovetop
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

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 ￥18,550
￥43,059 total
includes taxes & fees
Nov 18 - Nov 19
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Dining
Cottage near the Bay

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 ￥12,427
￥28,785 total
includes taxes & fees
Nov 11 - Nov 12
Cottage near the Bay
Interior
Only 5 min. from the Beach!

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 ￥15,439
￥29,457 total
includes taxes & fees
Nov 16 - Nov 17
Only 5 min. from the Beach!
Exterior
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, (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 ￥16,109
￥61,681 total
includes taxes & fees
Nov 11 - Nov 12
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Exterior detail
The Neigh-Neigh - Location! Location! Location!

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 ￥15,342
￥62,026 total
includes taxes & fees
Nov 23 - Nov 24
The Neigh-Neigh - Location! Location! Location!
House (3 Bedrooms) | Front of property
6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
Parsonsburg
The price is ￥15,495
￥36,685 total
includes taxes & fees
Nov 17 - Nov 18
6 Mi to Salisbury: Forest-view Sanctuary!
Terrace/patio
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

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 ￥24,394
￥31,358 total
includes taxes & fees
Nov 20 - Nov 21
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Terrace/patio
Only 5 min to Assateague National Seashore!

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 ￥15,439
￥29,285 total
includes taxes & fees
Nov 12 - Nov 13
Only 5 min to Assateague National Seashore!
Property grounds
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

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 ￥16,907
￥74,492 total
includes taxes & fees
Nov 18 - Nov 19
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Exterior detail
Salisbury Hideaway

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 ￥20,405
￥52,430 total
includes taxes & fees
Dec 8 - Dec 9
Salisbury Hideaway
Microwave, oven, stovetop, coffee/tea maker
Only 5 min. from the Beach!

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 ￥15,439
￥29,285 total
includes taxes & fees
Nov 12 - Nov 13
Only 5 min. from the Beach!
Terrace/patio
A Bargain on Chincoteague Island!

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 ￥15,439
￥29,285 total
includes taxes & fees
Dec 8 - Dec 9
A Bargain on Chincoteague Island!
Fridge, microwave, oven, stovetop
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

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 ￥23,780
￥62,026 total
includes taxes & fees
Nov 23 - Nov 24
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
2 bedrooms, desk, iron/ironing board, travel crib
Spacious Riverfront Loft Close to Downtown and Dining

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 ￥11,813
￥35,897 total
includes taxes & fees
Dec 10 - Dec 11
Spacious Riverfront Loft Close to Downtown and Dining
Interior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

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

Up the Neck
9.4 out of 10, Exceptional, (136)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is ￥25,974
￥51,317 total
includes taxes & fees
Nov 11 - Nov 12
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
TV
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

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

2.0 star property
Snow Hill
The price is ￥17,797
￥29,121 total
includes taxes & fees
Nov 16 - Nov 17
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

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

10/10 Excellent
"I had an enjoyable stay. I will return there the next time I vacation on Chincoteague."
Becca 3-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Find out more about Princess Anne

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Frequently asked questions

Can I find a vacation rental in Princess Anne?

Yes, you can find vacation rentals close to top local attractions in Princess Anne, or you can go with a more secluded option if you're looking for a relaxing stay. 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.

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 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.