Vacation rentals in Milton

A view of the serene Diamond Lake is visible through a wooden railing, showcasing calm waters surrounded by trees. A gentle slope leads down to the lake, with fallen leaves covering the ground, indicating the tranquil autumn season.

5 out of 5 average rating, 22 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.

A comfortable living room features a brown leather sofa with decorative pillows and a matching recliner. A wooden coffee table sits on a spacious area rug, surrounded by natural light from large windows with sheer curtains. A decorative plant adds a touch of greenery.

5 out of 5 average rating, 50 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!

The exterior of a historic blue home is captured in this image. The house features two levels, with a gable roof and a welcoming front door. Brick accents are visible near the foundation, complemented by a neatly maintained yard and surrounding greenery.

4.83 out of 5 average rating, 266 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.

4.97 out of 5 average rating, 286 reviews

A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.

Cottage in Lewes

Charming, Historic Lewes Cottage

This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Superhost

An in-ground pool glistens under clear blue skies, surrounded by a wooden deck. Lounge chairs are positioned near the water, while an air-conditioned pool house offers shaded seating with umbrellas. Lush trees provide a natural backdrop, creating a private outdoor space.

4.84 out of 5 average rating, 98 reviews

Teeny's Place: A Historic Milton Home.

Family friendly get-away filled with fun. All the amenities of a single family home, plus a backyard made for life at the beach. Proudly offering an in-ground pool, air-conditioned pool house with changing room, 3 season entertainment space, fire pit and deck spaces. The Pool is opened May 1st-October 1st. Walking distance to Downtown Milton's shops, restaurants, and -of course- Dogfish Head Brewery. Just a short drive to the Delaware Beaches. Newly renovated Pool House in 2024.

A two-story yellow house is featured, with a spacious front porch framed by wooden railings. Stairs lead up to the entrance, where a screened-in porch is visible. Surrounding greenery adds to the peaceful ambiance of the exterior.

4.93 out of 5 average rating, 203 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, 191 reviews

A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.

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.

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.

4.88 out of 5 average rating, 112 reviews

Cheerful Bungalow- Near Dogfish + Milton Theatre

Welcome to our charming retreat on the outskirts of Milton, where comfort meets simplicity! Perfect for families and friends, our home features two inviting bedrooms, a cozy sofa bed, and a bathroom for a peaceful escape from city life. Just a short walk or bike ride away, you’ll find downtown Milton's attractions, including Dogfish Head Brewery, great dining options, and the historic Milton Theatre. Enjoy a delightful blend of relaxation and adventure in this inviting haven!

A wooden deck features two light green Adirondack chairs and a small round table, offering a view of the ocean through trees. The horizon showcases a bright blue sky with scattered clouds, enhancing the serene atmosphere.

4.99 out of 5 average rating, 105 reviews

BeachHaven: STEPS TO SAND, Pet-Friendly, +Linens

Peaceful, secluded, tranquil, yet close to attractions. Our home is located at the more private (i.e. no crowds) southern end of Broadkill. The boardwalk in front of our home leads to the beach path access across the street. You will enjoy views from both the front and back decks: including the beach & Prime Hook Wildlife Refuge. If this property is booked or you need multiple homes for a group, we host several nearby beach homes. Click on my host profile to see them.

4.99 out of 5 average rating, 145 reviews

A serene view of the sunset over the water, with golden light reflecting on the surface. Grassy banks extend along the shoreline, and the distant horizon showcases gentle landforms. The scene exudes calm, complemented by soft clouds in a pastel sky.

Cottage in Milford

"Mary's Place" Sunsets, walks on the beach , bird watching & more

Welcome to Mary's Place! Wait until you see the amazing views from the roof deck, which overlooks the Prime Hook Wildlife Refuge. The Sunsets are spectacular, and it's a bird watchers dream! Mary's Place has a large screened porch and a large outdoor shower. Enjoy walks on the beach along the Delaware Bay, which is directly across the street. Bikes are available for your enjoyment. Dogfish Brewery and several restaurants are less than 10 miles away in the town of Milton.

Apartment in Rehoboth Beach

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.

4.97 out of 5 average rating, 629 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.

4.96 out of 5 average rating, 199 reviews

A blue decorative anchor rests on a white surface, featuring a rustic rope detail. The soft lighting highlights the anchor's design, creating a nautical theme. A blurred background suggests a bright and airy space, complementing the apartment's beach-inspired decor.

Apartment in Milton

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front

Popular amenities for Milton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Milton

Superhost

The exterior of the beach house is shown, featuring a three-story structure with multi-colored siding and large windows. A landscaped yard with vibrant yellow flowers and greenery is visible in the foreground, while vehicles are parked nearby. Steps lead to the welcoming front porch.

5 out of 5 average rating, 4 reviews

Broadkill Beach - Linens included - Jacuzzi Tub

4.92 out of 5 average rating, 63 reviews

The exterior of a two-story house features a modern design with a blue and white color scheme. Large windows allow natural light to fill the interior. A staircase leads to an inviting porch with white railings, while the surrounding landscape includes grass and shrubs.

Cottage in Milton

Sandcastle directly ON the beach

5 out of 5 average rating, 54 reviews

A charming guesthouse is pictured, featuring a green roof and light-colored exterior. Windows are arranged in a welcoming manner, surrounded by well-maintained landscaping, including grass and decorative plants. The inviting porch is accessible, enhancing the outdoor appeal.

Cottage in Lewes

Unique Creative Private Cottage Gated Acreage

The kitchen features modern cabinetry and sleek stainless steel appliances. A spacious countertop provides ample workspace, accompanied by a beverage bar. Natural light enters through a window above the sink, highlighting the warm wood flooring and inviting atmosphere.

4.96 out of 5 average rating, 49 reviews

The Retreat at Broadkill Beach

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.

5 out of 5 average rating, 36 reviews

Heidi’s Milton Farmhouse

4.83 out of 5 average rating, 93 reviews

A light gray cottage features multiple windows, allowing natural light to brighten the interior. A welcoming front porch with yellow chairs invites relaxation. The exterior is complemented by a decorative white lattice skirting, enhancing the home's coastal charm.

Cottage in Milton

Bayshore Cottage, Steps to the beach!!

A two-story coastal home features a light blue exterior, elevated on stilts. A staircase leads to a spacious porch with railings. A sleek car is parked nearby, with tall grasses swaying in the foreground, and a soft evening light casts a warm glow over the scene.

5 out of 5 average rating, 11 reviews

Broadkill Beach Bliss: Coastal Charm, Wild Beauty!