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1950's NAGS HEAD BEACH COTTAGE , IN EXCELLENT CONDITION840 sq ft 3 occp max

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Welcome to the Caddy Shack & the Beach!  One of the best locations in Nags Head.
Living room w/ open floor plan into kitchen area ..
Retro lighting over sink area w/ dimmer switch .coffee maker .filters provided
You will be comfortable in our living room /streaming TV/movies/surround sound)
Streaming channel TV,4Bose spks ,stereo , aux input,5Gwifi , fireplace( non op)

Reviews

9.8 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 378.0 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Air conditioning

Explore the area

Map
NAGS HEAD, NC
  • Jockey's Ridge State Park
    ‪7 min walk‬
  • Nags Head Fishing Pier
    ‪1 min drive‬
  • Jennette's Pier
    ‪10 min drive‬
  • Manteo, NC (MEO-Dare County Regional)
    ‪23 min drive‬

Rooms & beds

2 bedrooms (sleeps 3)

Bedroom 1

1 Queen Bed

Bedroom 2/ A Full Size Memory foam mattress

1 Double Bed

1 bathroom

Bathroom 1

Soap · Bathtub or shower · Toilet · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

1950's NAGS HEAD BEACH COTTAGE , IN EXCELLENT CONDITION840 sq ft 3 occp max

We are located in the heart of Nags Head, one of the best locations on the Outer Banks of North Carolina. Jim and I welcome guests who will enjoy a cottage that is in pristine condition. The cottage is in walking distance to the Bladen Street Beach Access (less then a (10 )ten minute walk or a two minute bike ride), we are between the highways which means you never have to cross the busy bypass to get to the beach! Take a stroll to the Nags Head Pier, Tortugas' Lie, and Lucky 12 Tavern or a bike ride to multiple art galleries, coffee shops, ice cream shops, and even Jockey's Ridge State Park (the largest dunes on the east coast which promise incredible sunsets). Kids and adults will enjoy a game of Putt Putt at Galaxy Golf. We pride ourselves in making sure the cottage is clean and well decorated. Adjoining the outdoor dining deck is a lounging deck which is a great place to lay out or read a book. We are less then nine miles to the town of Maneto and many Public Golf Courses.

Please feel free to call or email me. I am happy to guide you to all the cool local spots. Whether you are a couple, seniors, or a small family (3 occp max ) I can help you create a great vacation! Thank you for considering our cottage...Jim & Lisa Winn
PLEASE Note:: rates on vrbo are for 2 occp , cottage has a max occp of 3 .. extra rate will occur ..
IF YOU SEE THIS LISTING ON CRAIGSLIST, IT'S A SCAM. WE ONLY DEAL WITH VRBO AND HOMEAWAY.
* This cottage has 5 G wifi and provides a Streaming TV service…some buffering may occur *Ceiling height in all rooms are 6’8” with (1) door jam 5’11” … thats how most of the old nags head cottages where built in the 1950’s..We do allow pets (2 max ) 30.00 per night (1 pet ) 35.00 per night (2 pet max ) ..
*PLEASE NOTE - TRAVEL INSURANCE IS HIGHLY RECOMMENDED.

Property manager

James Winn

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Fee of 20.00 nightly1pet,25.00 nightly 2 pet max
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Smoking

Smoking is not permitted
Not inside cottage
A 100.00 refundable security /damaged deposit will need to be paid at signing of rental/ pet agreement. Refund mailed 15 days after checkout...
pets are allowed sept 15 -may 25 ....please advise before requesting to book.. pet fee 20.00 per night (1 pet ) 30.00 per night (2 pet max )
There is no cleaning fee , but guest are required to leave cottage in very good order . If acceptable condition , security deposit will be refunded

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Nags Head

Located in Nags Head, this cottage is near theme parks and on the beach. Wright Brothers National Memorial and Monument to a Century of Flight are local landmarks, and some of the area's activities can be experienced at Nags Head Fishing Pier and OBX Laser Tag. Travelling with kids? Consider Destination Fun and Stop-N-Shop Beach Shop. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and hiking/biking trails nearby.
Map
NAGS HEAD, NC

What's nearby

  • Jockey's Ridge State Park - 7 min walk - 0.7 km
  • Nags Head Fishing Pier - 1 min drive - 0.4 km
  • OBX Laser Tag - 2 min drive - 2.0 km
  • Nags Head Golf Links - 7 min drive - 7.3 km
  • Jennette's Pier - 10 min drive - 10.6 km

Getting around

  • Manteo, NC (MEO-Dare County Regional) - 18 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Wendy's - ‬3 min drive
  • ‪Plaza Azteca Restaurante Mexicano - ‬3 min drive
  • ‪Blue Moon Beach Grill - ‬3 min drive
  • ‪Surfin' Spoon - ‬2 min drive

Frequently asked questions

Is 1950's NAGS HEAD BEACH COTTAGE , IN EXCELLENT CONDITION840 sq ft 3 occp max pet-friendly?

Yes, this property allows dogs (limit 2 total).

What time is check-in at 1950's NAGS HEAD BEACH COTTAGE , IN EXCELLENT CONDITION840 sq ft 3 occp max?

Check-in begins at 4:00 PM.

What time is check-out at 1950's NAGS HEAD BEACH COTTAGE , IN EXCELLENT CONDITION840 sq ft 3 occp max?

Checkout is at 10:00 AM.

Where is 1950's NAGS HEAD BEACH COTTAGE , IN EXCELLENT CONDITION840 sq ft 3 occp max located?

This family-friendly Nags Head cottage is located on the beach, within a 10-minute walk of Dowdy Park and Outer Banks Beaches. Jockey's Ridge State Park and Tracks in the Sand are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 162 out of 177 reviews
Rating 8 - Good. 12 out of 177 reviews
Rating 6 - Okay. 3 out of 177 reviews
Rating 4 - Poor. 0 out of 177 reviews
Rating 2 - Terrible. 0 out of 177 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.4/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Linda D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent place

Great place and the host was very hospitable and when we had a problem he was right on it. Looking forward to book the house again .
Stayed 3 nights in Mar 2025

10/10 Excellent

Shari O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely little cottage

This cottage is absolutely adorable & cozy. It is close to everything. Jim made the process of our whole (first VRBO) experience very smooth. We will definitively return to this house in the future. It was perfect for a nice little getaway for my husband & I.
Stayed 3 nights in Feb 2025

10/10 Excellent

Ronald B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay

Awesome quaint cottage
Stayed 2 nights in Jan 2025

10/10 Excellent

LILLIAN B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anniversary stay

Impressive, clean & cozy cottage with good rates and excellent host. Will definitely be back@
Stayed 2 nights in Nov 2024

10/10 Excellent

Joni M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful

Jim and family were delightful hosts. The property was spotless. Highly highly highly recommend!
Stayed 11 nights in Jan 2025

10/10 Excellent

Donna L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice small home to stay

Very nice, clean place to stay. Small home but perfect for the two of us. The owner greeted us upon arrival and was very nice and helpful. We loved the fenced in yard and our dog did too! It was close to a busy road but the traffic didn’t bother us.Willl be back again hopefully!
Stayed 7 nights in Dec 2024

10/10 Excellent

kitty b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time in Nags Head

Our stay was terrific. The place was exactly as advertised. Our host was amenable and easy to communicate with. He met us onsite for checkin and offered places nearby for meals. We couldn’t have asked for more.
Stayed 4 nights in Oct 2024

10/10 Excellent

Kevin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good Time in Nags Head

Very pleasant cottage and owner
Stayed 3 nights in Mar 2024

10/10 Excellent

Parker M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful cottage!!

We had a great stay. The cottage was so nice, clean, clutter free and had everything we needed. The yard for the dogs was great. Thanks for a wonderful stay!
Stayed 5 nights in Jun 2024

10/10 Excellent

Nicole R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice stay

This was my first little trip of 2024 and unfortunately it was to spread some of my mother’s ashes. The house was very welcoming and we felt very comfortable there. Would definitely stay again! Dogs give it 5 stars as well!
Stayed 3 nights in Oct 2024

10/10 Excellent

Tina G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home Away From Home

Such a cozy little 1950's style home in just the right location. Just a few minutes drive and you are at the shops, restaurants and so much more. We will definitely stay here again.
Stayed 3 nights in Apr 2024

10/10 Excellent

deanna r m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rainy

Very cute, comfortable beachy cottage. Good location from shops, restaurants, beaches and other sites.
Stayed 2 nights in Apr 2024

10/10 Excellent

Ashley M., Las Vegas

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay in Nags Head

Loved staying at the Caddy Shack in Nags Head! Jim was incredibly attentive. The cottage is in a great condition and in a great location-- close to beach access and restaurants. Would love to stay here again!
Stayed 3 nights in Nov 2023

8/10 Good

Julie B.

Liked: Cleanliness, check-in, communication, location

Adorable OBX cottage

Clean, well maintained little cozy cottage. Walking distance to the beach. Pet friendly. The owner was there to greet us upon arrival. He went over everything and even had suggestions for local restaurants. We would definitely go back again. Thanks Jim!
Stayed 3 nights in Oct 2024

10/10 Excellent

laura c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach Cottage

We really enjoyed staying at the Caddyshack! It was cozy, comfortable, and very clean. A short walk from the beach and the perfect getaway!
Stayed 2 nights in Feb 2023

10/10 Excellent

Matt W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful Getaway

Good location, Jim was very helpful. Great little peaceful cottage for a couple and two dogs. Enjoyed having the yard and the patio area to hang out in without having to worry about the dogs and the road. Only issue was the driveway can be easy to miss right off the highway.
Stayed 4 nights in Sep 2024

10/10 Excellent

David N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just Perfect

I can't say enough about the place we booked the Owner was super nice the cottage was just perfect and it was just walking distance to the Beach if we decide to vacation at Nags Head again this will be the place we will book.
Stayed 4 nights in Apr 2024

10/10 Excellent

Michele C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing trip!

Thank you Jim for a fabulous week at Caddyshack. We had the best time and enjoyed the accommodations and recommendations. Highly recommend!!!!
Stayed 6 nights in Aug 2023

10/10 Excellent

Jane D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach Cottage

The cottage meet all our needs. Short walk to the beach, fenced in lawn for our dog. It was decorated beautiful and very comfortable. Very clean.
Stayed 7 nights in May 2024

10/10 Excellent

Deborah C., Friendsville, Md

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute cottage

Lovely cottage and yard. The owners are very pleasant.
Stayed 7 nights in Jun 2023

10/10 Excellent

Bryan G., Goochland, VA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Valentines Getaway 2024

We absolutely loved your adorable cottage. It was just perfect in every way. Great spot to stay in Nags Head, and the weather was great. The decor was so perfect for the cottage. Hopefully, you will allow us to stay again when we return to Nags Head.
Stayed 2 nights in Feb 2024

10/10 Excellent

Amy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice beach trip

The home was comfortable and clean. Short walk to the beach. The host was friendly and accessible with any needs and questions. I would stay again.
Stayed 4 nights in Sep 2023

10/10 Excellent

Mark L., Burnsville

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Our host Jim was very accommodating and helpful. Cottage was perfect size for my wife and my little Frankie(rat terrier) and was centrally located to KDH, Kitty Hawk and Corolla were easy to get to . Great place to relax or visit nearby attractions. We will be back
Stayed 7 nights in Oct 2023

10/10 Excellent

Bill C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Perfect

This house was the perfect size for my wife and I to get away for a few days. Everyone was perfect. Great location, and an easy walk to the beach.
Stayed 3 nights in Jan 2023

10/10 Excellent

Patrick M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

Great location to enjoy the beach, shopping and restaurants. Quick walk to the beach. The deck was a great place to hang in the evenings to relax. The yard was a great size for our dogs. Jim, the owner, was great in communicating with us before getting there as well as during out trip. Would highly recommend this place!
Stayed 5 nights in Jun 2023

About the host

Hosted by James Winn

Host profile image
Welcome to our piece of paradise, we take great pride in providing our guests with comfortable & clean accommodations. We are detailed oriented, always reflecting on how we can make the cottage a unique experience for our guests. We care about making sure it is clean and comfortable.

Why they chose this property

Pet Friendly( pet rate 25.00 per night 1 pet & 30.00 per night 2 pet max . Has a beautiful fenced in back yard with plants, shrubs and flowers. Bose surround sound system, linked to the DVD for movie goers. One of the coolest outside showers in the OBX. Centrally located making it easy to visit many landmark places without driving long distances. Easy access to multiple top Grocery Store's if you choose to dine in. We also do a monthly barrier mosquito spraying that greatly reduces the biting pest ... so you can enjoy the outside ... it works

What makes this property unique

Owners of Sky Blue, a new 2.5bedroom cottage. Check us out at #4176009 if this property is not available. We also do a monthly barrier MOSQUITO spraying to greatly reduce those biting pest ...IT WORKS ... now you can enjoy the deck / yard and grilling

Languages:

English