Holiday rentals in Goldsboro

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Top-rated holiday rentals in Goldsboro

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis
4.96 out of 5 average rating, 456 reviews

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Top guest favourite
Four colorful tiny cottage suites are aligned under a blue sky with fluffy clouds. Each suite features distinct pastel-colored exteriors with round windows and front doors in various hues, complemented by modern railings and landscaping that enhances the welcoming vibe.
Tiny home in Lower Township
5 out of 5 average rating, 240 reviews

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad

Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the shore!

Top guest favourite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Flat in Greenwood
4.97 out of 5 average rating, 672 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favourite
Guest suite in Lincoln
4.93 out of 5 average rating, 210 reviews

Guest Suite with Private Entrance

My wife Justine and I are pleased to host this guest suite with private secure entrance and private bathroom. We do live in the main part of the house full time so you may hear us rattling around from time to time and coming and going or working in the yard but most of our time is spent at the opposite end of the house. The room is completely private and inaccessible from the main house. The screened in porch is shared with the main house. We do not currently have WiFi access in the Airbnb.

Top guest favourite
An open-concept living area is featured, incorporating a kitchen with a large marble island and dark-stained seating. A wooden dining table is positioned nearby, while a comfortable seating area is arranged around a stone fireplace, illuminated by natural light from surrounding windows.
Home in Chestertown
4.97 out of 5 average rating, 32 reviews

Relaxing Waterfront - Golf Course & Sunset Views

Welcome to our Chestertown retreat—an exceptional waterfront home with stunning water and golf course views from every room. Enjoy peaceful scenery and frequent wildlife sightings, including eagles, herons, ospreys, otters, and more. The home sleeps 8 with 3 bedrooms and 3 full baths, including a main-level suite. Just 1 mile from downtown and a short walk to the Chester River Yacht & Country Club. Guests have full access. Fishing allowed (bring your own gear). No swimming or boating.

Top guest favourite
A well-lit living area features a comfortable gray sectional sofa adorned with patterned cushions. A low coffee table sits atop a textured rug, and a television is mounted on a white media unit against a bright wall. A small plant is positioned on the table.
Home in Camden
4.93 out of 5 average rating, 58 reviews

Home away from Home in Dover DE

Spacious 4-Bedroom Home with Backyard, Game Room & Great Location! Welcome to your home away from home! This comfortable and spacious house offers everything you need for a relaxing stay. It features 4 cozy bedrooms, 2 full bathrooms, a fully equipped kitchen, a welcoming living room that turns into a sofa bed, and a fun basement with a pool table, perfect for relaxing or spending time with family and friends. Enjoy the backyard with a BBQ grill for outdoor meals and quality time.

Guest favourite
The kitchen area features a blend of modern style and warmth, with white cabinetry and black tile backsplash. A spacious countertop is complemented by a stainless-steel sink. The living space showcases a comfortable dark sofa and decorative wall art, adding character to the room.
Flat in Milford
4.91 out of 5 average rating, 179 reviews

Stylish 2BR • Near DE Turf, Beaches & Dining

This brand new 2 bedroom apartment is right in the heart of downtown Milford, walking distance from local boutiques, night life & restaurants. Our apartment is dog & family friendly! We are located 20 minutes from beaches and shopping & about 10 minutes from the DE turf complex! We own a local restaurant & distillery (EasySpeak) and restaurant called Fondue. where you'll receive 20% off at during your stay! WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

Top guest favourite
Home in Greensboro
4.97 out of 5 average rating, 133 reviews

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Top guest favourite
A bright yellow building features large blue shutters and a welcoming entrance. A sign is placed outside, and vibrant flowers border the steps. In the background, another structure is visible, along with flags proudly displayed.
Flat in Saint Michaels
4.97 out of 5 average rating, 140 reviews

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 273 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Top guest favourite
A sunlit sunroom features three comfortable armchairs arranged around a small table, offering expansive views of the water through large glass windows. Natural light floods the space, accentuating the serene atmosphere in this inviting seating area.
Home in Bozman
5 out of 5 average rating, 37 reviews

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit and grill as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

Top guest favourite
A rustic gazebo is illuminated softly at night, showcasing a cozy sleeping area with a Queen bed dressed in warm linens. A wooden cafe table and chairs are positioned beside the bed, while decorative lanterns and fairy lights create a welcoming ambiance throughout.
Place to stay in Havre de Grace
4.92 out of 5 average rating, 151 reviews

Delightful 12x16 Glamping Gazebo/Tent

Rustic/Glamping Gazebo/Tent situated privately on our property (backyard) of 1.5 acres in a residential neighborhood. As it says Rustic and “Glamping”..meaning an upgraded camping experience, but by no means can we offer the same comfort temperature wise as an indoor setting. A fun stop for the night, or enjoy a full evening with a movie and firepit. Also, there are plenty of restaurants to choose from in the area, as well several local breweries.

Popular amenities for Goldsboro holiday rentals

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  2. United States
  3. Maryland
  4. Caroline County
  5. Goldsboro