
Holiday rentals in Gloucester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Gloucester
Guests agree: these stays are highly rated for location, cleanliness and more.

Mermaid Cottage - Adorable guest house
Unique guesthouse within walking distance of downtown historic Beaufort.We are one block from Taylors Creek. We provide kayaks and bikes for your pleasure. If an IPA fan we are a 5 minute walk to The Mill Whistle Brewery. The cottage has keyless entry and a choice of 2 ground level decks. Spacious living area and kitchen provide all the comforts you would need for your stay, just bring groceries. Basic spices provided.We provide linens, towels, laundry detergent, hair dryer, shower supplies

Wild Rose Cottage, Gardens, & Stained Glass Studio
Our 1914 cottage has weathered many storms and stands tall with charm. She is well loved and lived in. We have chickens pecking, ducks waddling through the gardens, sun shining through our stained glass, spiders spinning webs, paint drips, palmetto bugs, an old swing in the front yard, cats napping, Spanish moss in the trees, and a screened-in porch to take in the beauty of a long day's sunset. Our island homestead is for those looking for a down-to-earth stay with nature & art close at hand. ♥

The Lookout at Crow Hill
The Lookout at Crow Hill, named after the quaint back-country road on which it sits, is your own little slice of paradise in the “Down East” area of the Carolina coast. Completely remodeled and elevated for maximum water views, you can enjoy casual waterfront living in style! The modern fully outfitted cottage is perfectly situated on the tidal creek with magnificent high tides, and easy access to the sound and all the waterways that abound in this region. Pet fee: $100 per trip Limit: 2 pets

The Yates Cottage
Welcome to the beauty and nature of Core Sound! The Yates Cottage is directly on the water and is designed for spectacular views of Core Sound and Cape Lookout Lighthouse with large windows on 3 sides. Other amenities are a large screen porch, fire pit, and a large yard for lawn games. The Yates cottage is great for couples, families, dogs, joggers, walkers, bikers, fishers and boaters. You will be welcomed with freshly-made beds, towels and a full kitchen with Keurig and Rachel Ray cookware.

50 Sheeps of Gray
Enjoy a breath of fresh air in this chic 2 bed, 2 bath third floor condo overlooking Taylor Creek, Carrot Island, the occasional dolphin pod or wild horse sighting, and all that Beaufort has to offer! Enjoy the scent of Black Sheep’s wood fired pizza wafting up to the balcony, grab a ferry to Shackleford, take a walk down Front St or simply relax on one of two outdoor decks in the sun. If you’re looking for a place to unwind, this is it! Great for one or two couples, or a family! See you soon!

Private Guesthouse one block from the Trent River!
Welcome to the Cottage near the Trent River! Located only one block from the boat ramp at the Trent River in Pollocksville, NC and nearly halfway between Downtown Historic New Bern and Jacksonville, and only a 1/2 hour from Emerald Isle beaches – Cottage at the Trent is a stand-alone newly-remodeled guest house featuring a stocked kitchen, full bathroom, large loft area for sleeping plus a reading/game area. The unit sleeps 4 – 5 and the property allows for parking trailered boats or RV’s.

The Beau Retreat
This lovely apartment is located 3 miles from historic Beaufort. Established in 1713, Beaufort is the fourth oldest town in North Carolina. Stroll streets steeped in maritime history, quaint shops and great restaurants. Take a ferry ride to Carrot Island or Shackleford banks to view the wild horses or visit the beautiful beaches of the Crystal Coast. Beau Retreat is a new construction, 6oo sq ft with its own entrance, parking, ac/heating unit, TV, fridge, microwave and toaster oven.

The Revival Retreat
Forget your worries in this spacious and serene space. Settled away in a little neighborhood, just minutes from the Harkers Island bridge boat access! Come stay at the crystal coast and find what makes this area so unique. From the pristine waters to the deep rooted heritage that makes Down East Carteret County so unique! This location holds everything you will need for a quick get away. Kayak Rentals, one time rental fee for entire stay. Request via app messenger!

Ant’s Corner
Ant’s Corner is a cozy coastal retreat with a water view in a quiet neighborhood conveniently located near Island Express Ferry Service and Core Sound Waterfowl Museum. Home updates done in spring of 2024 include- entire interior painted, popcorn ceilings removed and other drywall repairs, new ceiling fans and interior lighting, and more! House is stocked with plenty of kitchen necessities and other conveniences so all you need to do is show up ready to relax!

Waterfront - 140 Shoreline Dr w/Private Dock
The View! Private Dock! 3 miles to a public boat ramp, 35 min. to Atlantic Beach and Fort Macon, 15 min. to Beaufort for restaurants/bars, 10 min. to the end of Harkers Island for a museum and the Ferry service to Cape Lookout Lighthouse or Shackleford Banks! We have 3 bdrms (1 K/1 Q/2 T), 2 full baths, Living Area, Dining area, Porch, and Outdoor Shower! No pets. This is not beachfront -it is waterfront w/step access into the water with a Private Dock! Quiet!

Amazing Water Views
Relax with the whole family on beautiful Harkers’ Island. Leave your day to day grind behind as you sip your morning coffee enjoying water views and birds chirping from the screened in porch. This 3-bed, 2-bath home will feel like your very own ocean retreat. This home is beautifully decorated with a nautical theme and large picture windows. Nearby activities include the island’s renowned fishing, kayaking and the ferry to Shackleford Banks and Cape Lookout.

The Lookout Waterfront Escape
Escape to Harkers Island in this waterfront retreat with stunning Back Sound views and a private dock. Enjoy breathtaking sunsets, spot the Cape Lookout Lighthouse in the distance, or take the nearby ferry to explore the National Seashore. Inside, enjoy cozy coastal charm, an open living area, and three floors of space. Relax on the porch, fish off the dock, or bring your boat for adventure. A perfect getaway for family, friends, and fishing enthusiasts!
Popular amenities for Gloucester holiday rentals
Other great holiday rentals in Gloucester

Waterfront Gracie's Cottage

Bay Getaway! 3 bed 2 bath home, 1 mi to downtown

Waterfront | Private Beach & Dock | Sleeps 9

We call it The Point….

Ann Street Dream-Quaint and Cozy Historic Cottage!

Landing Lookout

Bekah’s Bay Bungalow(located outside of Beaufort)

Welcome to Sunny Point Cottage!
Destinations to explore
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Hilton Head Island Holiday rentals
- Cape Fear River Holiday rentals
- Rappahannock River Holiday rentals
- James River Holiday rentals
- Ocean City Holiday rentals
- North Myrtle Beach Holiday rentals
- Virginia Beach Holiday rentals




