Search Vacation Homes in Princess Anne

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Princess Anne

Our top choices for Princess Anne vacation homes

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (174)
"Super cute cottages for a weekend getaway! Right on the water too."
Blufin Bungalows & Marina

The purple door at the bay.

9.2 out of 10, Wonderful, (51)
"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is AED 643
AED 1,706 total
includes taxes & fees
5 Oct - 6 Oct
The purple door at the bay.

Cottage near the Bay

9.0 out of 10, Wonderful, (43)
"great, peaceful "
The price is AED 298
AED 693 total
includes taxes & fees
7 Sep - 8 Sep
Cottage near the Bay

Island Retreat - Lovely Marsh Views and Pet Friendly!

9.0 out of 10, Wonderful, (12)
"We could not have been happier with our stay. Everything (except food) we needed was provided, the accommodations were clean, well maintained and thoroughly enjoyable and just as represented. We like it so much that we booked again for next year! "
Island Retreat - Lovely Marsh Views and Pet Friendly!

Quaint Cottages Near Everything on Beach Road

9.4 out of 10, Exceptional, (39)
"Location, location, location"
Quaint Cottages Near Everything on Beach Road

Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS

9.6 out of 10, Exceptional, (34)
"Great location"
Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS

Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

10.0 out of 10, Exceptional, (95)
"Super cute place with a gracious host who lives next door. Enjoyed playing board games & reading on the screened-in porch while watching & listening to the birds. Would definitely stay here again. "
Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

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

9.8 out of 10, Exceptional, (17)
"We stayed three nights and they were all delightful. The cabins are super clean, well equipped, comfortable beds, screened in front porch.- in other words anything you could wish! My only critique is that I don’t think the smoke alarm in the CO2 detectors were listed in the ad and they should be because they definitely are there!We will gladly come again someday."
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Painted Pony Cottage - Pet Friendly!

9.4 out of 10, Exceptional, (8)
"Nice place. Very comfortable and a good location close to town. We really enjoyed ourselves."
Painted Pony Cottage - Pet Friendly!

The Blackwater refuge country house on a quiet 12 acres

10.0 out of 10, Exceptional, (11)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres

Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

9.6 out of 10, Exceptional, (33)
"This charming, coastal themed cottage was conveniently located to Assateague Island, Wallops Island, and Chincoteague! It was clean, gave abundant information on the area, and in a quiet location. My husband and I enjoyed our stay at our home away from home for a reasonable price!"
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

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

10.0 out of 10, Exceptional, (57)
"Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. "
The price is AED 477
AED 1,101 total
includes taxes & fees
6 Oct - 7 Oct
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (45)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"
Historic home on Smith Island w/ dock!

At the Water's Edge - is there anywhere you'd rather be?!

10.0 out of 10, Exceptional, (48)
"Great property! Very clean"
At the Water's Edge - is there anywhere you'd rather be?!

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (152)
"The Brass Crab is the perfect family place to stay. Thank you for all the extras."
The Brass Crab - Check in/out any day!

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (54)
"The roundhouse was amazing on many levels, figuratively and literally. There are many creature, comforts throughout this sprawling home and the views were serene and relaxing, and the couches and beds were comfy! And the host was very helpful and accommodating. Highly recommend would definitely stay here again."
The price is AED 724
AED 2,180 total
includes taxes & fees
6 Oct - 7 Oct
Stunning waterfront panoramic view getaway house

The Blue Crab - Your Dream Vacation awaits you!

2.0 star property
10.0 out of 10, Exceptional, (11)
"This was our second stay at this property. Plenty of room for us and our 2 small dogs.The house is perfectly maintained. Bathrooms are up to date and the kitchen is well equiped.We will be back in the Fall."
The Blue Crab - Your Dream Vacation awaits you!

Tranquil Shores - Relaxation With a Water View!

9.8 out of 10, Exceptional, (135)
"Comfortable rooms with two bathrooms. Beautiful views, especially from upstairs bedroom. Conveniently located near eateries and small shops, and Assateague Island. We love Chincoteague, so this was a very pleasant stay! "
Tranquil Shores - Relaxation With a Water View!

Shore Beats Work - Affordable and Great Location!

9.0 out of 10, Wonderful, (10)
"Perfect for a weekend away"
Shore Beats Work - Affordable and Great Location!

Anchor's Away - Waterfront, Pet Friendly, Pools!

10.0 out of 10, Exceptional, (1)
"Great place , crab traps,kayaks,cornhole boards and kids had a blast."
Anchor's Away - Waterfront, Pet Friendly, Pools!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Princess Anne Hotel Reviews