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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 86 Cottages in Princess Anne with updated reviews, rates, and availability.

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (338)
"Even though we saw quite a few guests, we never heard a sound. the cottage was neat & clean. The bed was very comfortable. The staff was friendly and helpful. Although a little too chilly to sit on the waterfront deck, it was a lovely tranquil view. "
The price is AED 525
AED 590 total
includes taxes & fees
7 Apr - 8 Apr
Key West Cottages
SeaLaVie!!!
1 bedroom, iron/ironing board, free WiFi, bed sheets

SeaLaVie!!!

9.8 out of 10, Exceptional, (39)
"Wonderful town, friendly people, good food, amazing Refuge with horses, wildlife. We just absolutely adore Chincoteague. Cottage was cozy, comfortable, good location. Dogs loved the nearby fog park. Hostess was friendly, very helpful with local events. Just a wonderful time"
SeaLaVie!!!
The Hideaway Cottage
Beach nearby

The Hideaway Cottage

9.8 out of 10, Exceptional, (79)
"Has what you need. It is cozy. Close to town and the beach. Third time staying here. Love it. "
The Hideaway Cottage
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Exterior

Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

7.0 out of 10, Good, (10)
"The Salty Sailor was an excellent, affordable, and pet friendly rental. Nice location on ridge rd next to Mr Baldys which is a must to try if you stay here. The rooms are a bit older but maintained well. I didn’t experience any of the conditions that were listed in the other reviews here. We would certainly stay here again."
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Interior

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

9.6 out of 10, Exceptional, (128)
"This house is great for small family with dogs . I had my 2 daughters , wife and 2 dogs and the house was perfect. Great condition, location, and the house Manager was great ! Always there if I had any questions and really made sure I and my family felt like home and had everything we needed . I would recommend this place to anyone and will definitely be happy to book this property in the future"
The price is AED 973
AED 1,207 total
includes taxes & fees
1 Apr - 2 Apr
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Dog-Friendly Westover Cottage w/ River Access!
Fridge, microwave, stovetop, dishwasher

Dog-Friendly Westover Cottage w/ River Access!

9.8 out of 10, Exceptional, (7)
"Overall very good. Bath/shower needs upgrade Gas fireplace hard to start. May need maintenance Very pet friendly. Dog bowls, bed, and toys on site Owner allowed early arrival and was responsive quickly to any questions that we had "
Dog-Friendly Westover Cottage w/ River Access!
Small cottage for those little getaways
Exterior

Small cottage for those little getaways

10.0 out of 10, Exceptional, (105)
"Very cozy cottage tucked off the road great check-in experience place was clean easy parking will definitely go back again"
Small cottage for those little getaways
Cozy Little Cottage on chincoteague island va.
Property grounds

Cozy Little Cottage on chincoteague island va.

9.4 out of 10, Exceptional, (36)
"The cottage is as described. There is no stove but it truly didn’t matter. Bed is very compfy. Shower is clean and hot. Quit neighborhood. The screened in porch is the best! Coffee and reading in the rockers. The cottage is close to everything !Thank you Don. We loved our stay."
Cozy Little Cottage on chincoteague island va.
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Pool

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (43)
"This quaint treasure was amazingly friendly, very clean, perfect for a relaxing vaca. We had an awesome time and an incredible experience "
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
CATCHTHEWAVE!! And a discounted rate to get us started!!
Exterior detail

CATCHTHEWAVE!! And a discounted rate to get us started!!

10.0 out of 10, Exceptional, (7)
"Stayed here with a group of friends. 6 of us in total, plenty of room. Great house, great location, reasonably priced!"
CATCHTHEWAVE!! And a discounted rate to get us started!!
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Property grounds

Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED

9.8 out of 10, Exceptional, (23)
"Vacation very enjoyable and peaceful"
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
Miscellaneous

COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL

10.0 out of 10, Exceptional, (7)
"The cottage is absolutely charming and we had a perfect stay. Spouse and I booked a 4-night do-nothing getaway and we couldn’t have picked a better cottage or better location. Nothing is more important to us than clean accommodations and every square foot of Bluefish Cottage is super clean. EV destination charging is second-most on our minds and Bluefish came through with the 240v/50amp [we used our own non-tesla EVSE]. The kitchen/living room area is open, bright, and cozy. The kitchen...
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Fridge, microwave, oven, stovetop

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

10.0 out of 10, Exceptional, (5)
"Great location close to main road but quiet and removed from the busy tourist area of the island. Clean property with all the necessities. Quick and easy communication with property manager.."
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
6 Mi to Salisbury: Forest-view Sanctuary!
Outdoor dining

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
The price is AED 441
AED 932 total
includes taxes & fees
15 Apr - 16 Apr
6 Mi to Salisbury: Forest-view Sanctuary!
Chincoteague House w/ Enclosed Porch + Deck
Miscellaneous

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is AED 569
AED 1,012 total
includes taxes & fees
2 Apr - 3 Apr
Deal Island Bay Cottage
NEW FOR '2025 SEASON!!
Property grounds

NEW FOR '2025 SEASON!!

10.0 out of 10, Exceptional, (1)
"We stayed here for several days during Pony Penning Week. The cottage is small, but cute, comfortable, and well appointed. We had a minor plumbing issue on day 2, and our host responded immediately and rectified the problem with no interruption to our plans. AC units in each room kept us cool, despite hot, muggy weather. You'll want bug spray; the mosquitoes are fierce at dawn and dusk. (The island is on a salt marsh after all.) The cottage location is convenient to plenty of restaurants, shops,...
NEW FOR '2025 SEASON!!
Channel View Charmer - Water Views and Pet Friendly!
Fridge, microwave, oven, stovetop

Channel View Charmer - Water Views and Pet Friendly!

10.0 out of 10, Exceptional, (3)
"The home was clean and pet friendly which is very important to us! It is located across from the park and I enjoyed walking around it. We own a home on Chincoteague that won't be open until the end of March and wanted to come check out our property but of course couldn't stay there without water. This home suited our needs perfectly. The only issue we had was using the tv's. We are not tech savvy and had to have the realtor send someone to show us. User error! Thanks for a great place to stay!"
Channel View Charmer - Water Views and Pet Friendly!
The 3 Sisters - Fern's Cottage
Outdoor dining

The 3 Sisters - Fern's Cottage

9.0 out of 10, Wonderful, (2)
"Cottage & hosts excellent in all aspects.VRBO UTTERLY HORRY, the."
The price is AED 511
AED 1,068 total
includes taxes & fees
1 Apr - 2 Apr
The 3 Sisters - Fern's Cottage
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Aerial view

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
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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Other property types in Princess Anne

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (338)
"Even though we saw quite a few guests, we never heard a sound. the cottage was neat & clean. The bed was very comfortable. The staff was friendly and helpful. Although a little too chilly to sit on the waterfront deck, it was a lovely tranquil view. "
The price is AED 525
AED 590 total
includes taxes & fees
7 Apr - 8 Apr
Key West Cottages
Blufin Bungalows & Marina
On the beach

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (87)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (37)
"We went for a quick weekend getaway to Chincoteague. Great location and comfortable stay. Hosts were very prompt with responses to emails. No problems whatsoever. Everything we needed. Thanks for the use of your home. "
The price is AED 422
AED 1,056 total
includes taxes & fees
3 Apr - 4 Apr
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
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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