Holiday houses in Delaware

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Top-rated holiday rentals in Delaware

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Top Guest favourite
The large kitchen features modern appliances, including a stainless steel refrigerator and a built-in microwave. A center island provides additional seating with two bar stools. A dining table with six chairs is set for meals, and abundant natural light fills the space through multiple windows.
Home in Milton
5 out of 5 average rating, 33 reviews

Heidi’s Milton Farmhouse

Welcome to a cozy single-family home in a quiet residential neighborhood. This peaceful place is a short drive to Rehoboth, Dewey and Lewes beach. It’s a three bed / two bath that can sleep six comfortably. Washer dryer available. Large stocked kitchen w/ Rehoboth’s famous Rise Up coffee. 5 minutes from Milton’s picturesque historic downtown and super close to Dogfish Head Brewery’s main Milton location. Strategically located between Dogfish and Dewey Beer Company w/ Nassau winery close too!

Top Guest favourite
A serene outdoor area features a sparkling pool accompanied by a hot tub. Surrounding the space are several lounge chairs and a shaded patio with a large umbrella. Colorful flowers in planters add to the lush greenery and natural surroundings.
Home in Rehoboth Beach
5 out of 5 average rating, 38 reviews

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

In town Rehoboth, with Rise Up and the boardwalk just a quick walk away, you'll love this home with a POOL AND HOT TUB (April-Oct). There's a ton of natural light, plus comfy queen and king beds, nice new linens, and more. Please note there is a security camera on the pool and in the pool equipment area for your safety. Dogs are allowed for a $75 fee per stay for first pet, $25 per additional (additional pet fee after the first will be billed after your reservation is complete). Maximum 3 dogs.

Guest favourite
A spacious living area is shown, featuring a well-equipped kitchen, dining space for four, and a cozy seating area. Light green chairs provide a pop of color, while a large mirror reflects the room's dimensions. Soft natural light filters in from the window.
Guest suite in Newark
4.96 out of 5 average rating, 182 reviews

Charming Fully Equipped Private Guest Suite Studio

Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Top Guest favourite
A comfortable leather sofa with animal print pillows is situated in a well-lit living area. Natural light streams through skylights and a door leading to an outdoor space, enhancing the inviting ambiance of the meticulously designed interior.
Tiny home in Rehoboth Beach
4.97 out of 5 average rating, 29 reviews

Tiny Home WOW in Rehoboth Beach

See what the buzz is about... Now is your chance to book this one of a kind Rehoboth treasure! Located 1.5 miles from Rehoboth beach awaits this custom, meticulously designed, nautical space, carefully planned with high end finishes, comfortable furnishings, and special touches throughout, all adding to its delightful charm. An inviting place to relax and unwind, enjoy the scenic water view and natural surroundings just outside the front door! Book your stay today! What are you waiting for?

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.
Apartment in Greenwood
4.97 out of 5 average rating, 647 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
A cabin nestled among tall trees presents a rustic appearance. A flowering garden features pink blooms and lush greenery, complementing a wooden fence. The cabin's dark exterior contrasts with the vibrant natural surroundings, creating a serene atmosphere.
Cabin in Greenwood
4.96 out of 5 average rating, 24 reviews

Mast Cabin

Enjoy a peaceful stay in our cabin set in the edge of the woods. The cabin is 100 feet from our house, and has its own gravel driveway along the woods. We are located in a rural area on 8 acres . You are welcome to explore and enjoy our property. We are located 30 miles from Delaware beaches. When requesting to book, please include a brief message telling us who is coming (max 2 guests) and the purpose for your travel plans. Requests without this basic info won’t be approved.

Top Guest favourite
A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.
Cottage in Frankford
5 out of 5 average rating, 209 reviews

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Top Guest favourite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 624 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Top Guest favourite
The living room is furnished with two patterned armchairs and a floral couch, creating a comfortable seating area. A ceiling fan is visible above, and natural light enters through a window. An open layout leads to the kitchen, featuring white cabinetry and modern appliances.
Home in Wilmington
4.97 out of 5 average rating, 100 reviews

The Lighthouse

Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

Top Guest favourite
Condo in Newark
4.94 out of 5 average rating, 34 reviews

Quiet condo near Christiana, UD, Wilmington | Desk

✨ Spacious Newark Getaway Near Christiana & UD Welcome to your home away from home in the heart of Newark, Delaware! 🌿 Our peaceful and secluded retreat is tucked away in a quiet neighborhood yet just minutes from Christiana Hospital, Christiana Mall, the University of Delaware, and downtown Wilmington. Whether you’re visiting for work, family, or leisure, this bright and spacious home is designed for both comfort and convenience.

Top Guest favourite
Tiny home in Selbyville
4.97 out of 5 average rating, 318 reviews

Destination Location! Farm Animals, Tours, Beaches

✨Scratch tiny house living off your bucket list!✨ Wake up to the cheerful sounds of barnyard animals that surround this unique tiny house escape! The "Garden Hideaway" is thoughtfully curated to inspire joy and help you reconnect with the simpler things in life. Just a few minutes from the beach, this tiny home comfortably sleeps two (2) guests, with an option to add a third (3) for a small fee.

Top Guest favourite
A light green wall complements a cozy sleeping area, featuring a spacious bed adorned with a textured beige quilt and a decorative pillow. A bedside table with a stylish lamp provides soft lighting, while a window allows natural light and greenery to fill the space.
Apartment in New Castle
4.9 out of 5 average rating, 201 reviews

Green Sanctuary-Pvt Apt for Quiet Rest

Green Sanctuary is the second floor apartment B in a two unit apartment building. It is a bright cheerful one bedroom unit with a large covered balcony located on the grounds of the famous Egyptian house. The apartment is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Popular amenities for Delaware holiday rentals

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