Vacation rentals in Milton

An outdoor seating area features a sectional sofa with navy blue cushions and white striped accents. A light-colored table is positioned in the center, surrounded by natural wood decking. A large navy umbrella provides shade, and greenery is visible in the background.

4.87 out of 5 average rating, 83 reviews

Cheerful Country Bungalow - Near Dogfish Brewery

Welcome to our cozy retreat on the outskirts of Milton, where simplicity meets comfort! Ideal for a small group of family & friends seeking a peaceful getaway. Our charming 2-bedroom, 1 sofa bed, 1-bathroom home offers a tranquil escape from the hustle + bustle of city life. Our home is located within walking and/or bicycling distance of downtown Milton attractions, including Dogfish Head Brewery, amazing restaurants, Milton Theatre, a library, and a plethora of other family-oriented activities.

A bright kitchen space features a skylight and a window seat with colorful cushions, providing views of the surrounding wooded area and the lake. The granite countertops, wooden cabinetry, and appliances create a functional atmosphere, seamlessly connected to the outdoor scenery.

5 out of 5 average rating, 14 reviews

Diamond Lake Retreat

Welcome to our tranquil lakeside house in Milton, Delaware! We're delighted to host you in this serene getaway where you can enjoy the beauty of nature, explore the charming town of Milton, and indulge in local attractions like the famous Dogfish Head Brewery and nearby beaches. We are also a short driving distance to both Sports at the Beach and The Turf. For travel health providers, we are about 17 minutes to Bayhealth (Milford) Hospital and about 20 mins to Beebe Hospital, traffic depending.

4.93 out of 5 average rating, 208 reviews

A decorative wall art piece features bold black lettering reading 'make today amazing.' Two vivid red roses are positioned at the top left corner, adding a touch of color to the overall design.

Guest suite in Lincoln

Nicencozy, near DE Turf, Bayhealth, beaches, AFB

Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

5 out of 5 average rating, 13 reviews

A modern kitchen space features sleek cabinetry and a stylish backsplash with a geometric design. Natural light fills the area through a large window above the sink, which overlooks a pleasant view. The kitchen island is surrounded by light-colored chairs, creating a welcoming atmosphere.

Guesthouse in Milton

Pelican's Loft Beach Retreat- (two story)

Newly built stylish private loft promises a perfect retreat for a romantic couple's escape. Access to inviting pool, enjoy refreshing dip or lounge soaking in the sun. Gather around the fire pit for a cozy and romantic atmosphere. The loft provides a comfortable queen bed with high-quality linens and kitchen. Our Airbnb includes a workout room, allowing you to maintain your fitness routine while enjoying your getaway. Experience modern coastal charm, creating memories that last a lifetime.

A circular stone fire pit is surrounded by two wooden Adirondack chairs, offering a cozy seating area. The spacious yard features grass and a custom cornhole game in the background, with trees and nearby homes providing a serene backdrop.

4.96 out of 5 average rating, 127 reviews

Near Dogfish, DE Turf Sports@Bch Linen-towels incl

Discount Rates Mon-Thurs. Chestnut Retreat is a historic farm style home located in historic town of Milton, DE (12 miles from local beaches). DE Turf is 25 minutes away & Sports @ Beach is 10 minutes away. This home has been renovated. Relax in the screened in porch with 2 reclining chairs & swing. Home has 3 bedrooms (1 bedroom downstairs, 2 upstairs) & queen sleeper sofa in living room. Patio has grill and fire pit. Short walk to Dogfish Head Restaurant. Easy walk/bike ride to downtown.

A rustic wooden cabinet is positioned against a wall, holding a coffee maker, a coffee grinder, and several bags of coffee. A metal holder for coffee cups is also visible, alongside a glass jar. The textured surface of the cabinet adds character to the kitchen space.

5 out of 5 average rating, 36 reviews

The Atlantic House

Welcome to our home located in the historic town of Milton. Our home located on a quiet corner lot, plenty of room for outdoor activities. You'll be in walking distance to restaurants, grocery stores, coffee & antique shops. A short drive to: Lewes beach (12mi ), Rehoboth (15 mi), Sports @ the Beach (7mi), Sandhill Fields (6mi), DE Turf (19mi) Milton Theatre - 0.6 miles Enjoy coffee on the back patio & S'mores at the fire pit. We know you'll enjoy your stay....we will make sure of it!

4.97 out of 5 average rating, 578 reviews

Apartment in Greenwood

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)

4.93 out of 5 average rating, 321 reviews

A flat-screen television is mounted on a wooden wall, positioned beneath a ceiling with decorative wooden beams. Above, stained glass windows in shades of blue add color, while a ceiling fan with wooden blades provides airflow.

Guesthouse in Lewes

Pied a Mer- Downtown Lewes Cottage!

Adorable cottage in Lewes! Located a mere 10 minute-walk from the downtown shopping area and a 20 minute-walk from Lewes Beach, this cute and cozy cottage is both convenient and comfortable. It's best suited for 1 or 2 guests. Included in your stay are off-street parking (no cost!) luxury sheets and towels, washer/dryer, a wood stove and beach chairs. If you're looking for an easy way to get around town, or even to Rehoboth (via the path), Sea Green www.seagreenbicycle.com has it all

A firepit surrounded by several adirondack chairs creates a cozy outdoor gathering space. The firepit is constructed from stone, and is situated on a grassy area, with tall bamboo trees providing privacy in the background.

4.82 out of 5 average rating, 242 reviews

Glennie's Place Quiet Historic Street/Town

A small historic home in the city of Milton, De. Milton offers small USA hometown charm that is close the world famous Delaware beaches. This home was lovingly upgraded, renovated by Glennie's grandson. Enjoy the sunshine off of the back deck while preparing your BBQ. Take a short walk to Milton's city park which is a few minutes from the house off of the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

5 out of 5 average rating, 34 reviews

A set of wooden steps leads to a white railing, complemented by a stylish outdoor light fixture at the top. A secure mailbox is mounted next to the stairs, enhancing the welcoming entrance surrounded by greenery.

Vacation home in Milton

Serene Cozy Couples Getaway

Forget your worries in this lovely private getaway that's close to numerous attractions: The upstairs apartment is comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping, and outdoor activities. The charming deck is the perfect spot to relax and enjoy reading a book, having breakfast, dinner, or a nice evening drink. Not suitable for children, pets, Not handicap accessible. No one under 20. No Smoking on premises.

4.93 out of 5 average rating, 180 reviews

Broadkill Beach, seafood, fishing, beach, birds

If you have never been to Broadkill, this is a must. If you are looking for a quiet place to relax, read your favorite book on an empty beach, fish or crab, visit the famous Rehoboth Boardwalk or shop at the outlets, this is the place for you. Located only 1 1/2 block from the beach. Bird watchers paradise. Home on dead end street with very little to zero traffic. Located next to Prime hook National Wildlife Refuge. The extra person charge is for adults only exceeding 4 guest.

4.95 out of 5 average rating, 158 reviews

Two dogs sit comfortably on a woven area rug, one with a light-colored coat and the other with a fluffy white coat. The cozy kitchen setting can be seen in the background, with light-colored cabinetry and a dining area further back.

Tiny home in Lewes

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

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Other great vacation rentals in Milton

5 out of 5 average rating, 19 reviews

Home in North Cape May

Sunset Escape: Cozy Beach House

LaurelRating, 5 stars3 weeks ago

My friends of 37 years and I get together once a year if possible. It is often difficult to find a suitable spot because one of my friends is handicapped and needs certain accommodations. Nancy’s home fit the bill perfectly! Nancy was very easy to work with and so thoughtful. I would highly recommend her home to anyone!

4.79 out of 5 average rating, 24 reviews

Home in Ocean View

5 Bedroom-Award Winning Bear Trap Golf Community

VirajRating, 5 stars3 months ago

We had a great time with friends and family over the weekend at your house. it was perfectly sized and spacious. The added advantage of having access to the clubhouse was a perfect arrangement for kids. Sharing a very few things that we think can be improved upon - a. Given the winters are off peak time for this beach town and the fact that outdoor amenities are not usable such as Tennis, Basketball and Pickleball courts, the clubhouse rate is steep. b. Having to carry our own linens is not that big an issue but does add more luggage. at least towels should have been provided. c. None of the toilets had any toiletries. It was clarified before the trip that toiletries will be provided so we were caught off guard. d. The powder room which is the only toilet in the first floor, did not have Trash Can. Otherwise, it was a good outing. There was something to do for everyone. We thoroughly enjoyed. Lynn was generous enough and allowed early check-in.

4.82 out of 5 average rating, 164 reviews

A welcoming living area features a stone fireplace and a large television displaying a serene landscape. A wooden dining table is accompanied by black chairs, and natural light is complemented by a stylish chandelier. Comfortable gray seating invites relaxation in this cozy space.

Home in Georgetown

Maplewood - Simply Comfortable, Dog Friendly

AubreyRating, 5 stars1 day ago

was exactly what we were looking for while in town for a baseball tournament. quick drive to the beaches as well. would stay again.

4.86 out of 5 average rating, 112 reviews

The image captures a serene sunset over calm waters, with the vibrant sun descending toward the horizon. Soft hues of orange, pink, and purple are reflected on the water's surface, while gentle waves caress the sandy shoreline.

Home in North Cape May

Beautiful N.Cape May retreat blocks from the beach

SimonRating, 5 stars1 week ago

Convenient location to the beach. Quiet pleasant neighborhood.Had to drive several miles to restaurants and the supermarket. The house was exactly as listed and well-appointed. Very nice fenced-in backyard which was great for our two dogs.All the rooms were clean and tidy and the instructions were clear and easy to follow.Everything worked. Hubert and Jaimie were extremely responsive and helpful. We would go there again.

4.9 out of 5 average rating, 49 reviews

An outdoor dining area is set along the bay, featuring numerous tables and chairs under palm trees. Guests are gathered, enjoying the sunset reflected over the water. String lights are hung above, creating a festive atmosphere as colorful clouds frame the scene.

Condo in Ocean City

OCMD family vacation rental 2BD2BA, Pool/Hot tub

PeytonRating, 5 stars1 week ago

Had a great time, awesome location and extremely clean!

4.93 out of 5 average rating, 104 reviews

Condo in Rehoboth Beach

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

DianaRating, 5 starstoday

We had a wonderful time at Timothy's Airbnb in Rehoboth. The location was amazing and the home was clean and comfortable. Our host was very friendly and responsive.

4.92 out of 5 average rating, 326 reviews

Home in Frederica

Bowers Beach - pets ok - low cleaning fee

SaraRating, 5 stars3 weeks ago

Tara was responsive and flexible. Everything was as she said it was. The town was quiet and very friendly. The restaurant in town was top tier. Our children loved walking to the beach and riding on the bikes that were at the house. Tara had all the right things to keep our 3 kids occupied and happy. Will definitely consider coming back.