Vacation rentals in Milford

4.93 out of 5 average rating, 240 reviews

A cozy bedroom features a full-sized bed covered with a nautical-themed quilt. A nightstand and a dresser with multiple drawers are situated against the walls. Decorative wall art adorns the yellow walls, while soft lighting creates a welcoming ambiance. A plush area rug adds warmth to the space.

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.

4.87 out of 5 average rating, 101 reviews

The kitchenette area includes a sleek countertop with two black bar stools, a microwave, coffee maker, and a countertop oven/toaster. A black refrigerator is situated nearby, and a wall-mounted TV is visible above the counter in this open-concept space.

Guest suite in Milford

Studio apt near DE turf, beaches, &hospital

Your family will be close to everything when you stay at our centrally-located place. We are just 2 minutes from bayhealth hospital Milford campus, 10 minutes from DE turf & 20-30 minutes from all beaches. Early check in available upon request for 12:00pm, fee $100. During the summer months we offer our pool for guest use! We welcome families & fur babies! We do have 5 dogs ourself that roam freely in our backyard. PLEASE READ CANCELLATION POLICY CAREFULLY Pets crated when unattended!

4.9 out of 5 average rating, 115 reviews

A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.

Cottage in Milford

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

4.97 out of 5 average rating, 623 reviews

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

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)

4.99 out of 5 average rating, 188 reviews

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

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

4.84 out of 5 average rating, 258 reviews

A shared outdoor space showcases a large pool with a tiled hot tub, surrounded by lounge seating. In the background, a playset and a whimsical playhouse are visible amid lush greenery, creating an inviting area for relaxation and family fun.

Apartment in Lincoln

Waterfront Studio • Pool • Near DE Turf & Beach

Discover a stunning studio nestled along the Cedar Creek, steps from Route 1. Perfectly situated, it’s only a 10-min. drive to the DE Turf Complex, & charming shops and restaurants of Milford. A quick 15-min. trip to the beach. This cozy retreat accommodates four guests, with room to stretch upto 6! Enjoy waterfront views right from your unit. Unwind in our year-round hot tub or take a dip in the seasonal pool and spa during the summer months. Warmly welcome families, pets & contractors!

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.

4.82 out of 5 average rating, 260 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.

4.87 out of 5 average rating, 100 reviews

Cheerful Country Bungalow - Near Dogfish Brewery

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!

4.97 out of 5 average rating, 105 reviews

A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.

Home in Greensboro

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.

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.

4.96 out of 5 average rating, 191 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.

Superhost

The exterior of the house is characterized by a striking red facade with white shutters. A decorative porch with intricate woodwork frames the entrance, which is highlighted by a yellow door. The two-story structure reflects classic architectural details typical of historic homes.

Home in Milford

4.82 out of 5 average rating, 212 reviews

Poe Themed Home Close to Beaches and DE Turf

Looking for a unique stay in Delaware? Check out our Edgar Allan Poe themed house. 3 bedrooms and 1 full bath in an historic house built in the late 1800’s. In the heart of beautiful downtown Milford, you’ll be able to walk to coffee shops, restaurants and the historic Riverwalk. **THERE IS NOT A FULL KITCHEN IN THIS UNIT, just a very basic kitchenette. There is a microwave, keurig coffee maker, refrigerator, and toaster oven available for your convenience.

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Popular amenities for Milford vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Milford

4.91 out of 5 average rating, 32 reviews

A tranquil sleeping space features a wooden bed frame with layered bedding in soft tones of gray and teal. Green accent walls complement the decor. A shelf is mounted above the bed, displaying small plants and a framed picture. Natural light enters through the window, covered by dark curtains.

Home in Milford

Coastal Cottage nestled in the countryside

The exterior of a newly renovated cottage displays a modern A-frame design. Classically styled white siding contrasts with warm wood accents on the upper portion. Two lantern-style lights flank the entrance, where double doors with large glass panels provide a welcoming entryway.

5 out of 5 average rating, 14 reviews

Small wonders

5 out of 5 average rating, 6 reviews

A living area features a comfortable sofa positioned against a light-colored wall. Two framed art pieces adorn the wall above, while a small glass table sits nearby. A mirror reflects the warm light from the ceiling, enhancing the room's spacious feel.

Place to stay in Milford

Little Peace of Jamaica (basement suite only)

5 out of 5 average rating, 24 reviews

A coastal house is positioned on stilts along a serene beach. The sky displays hues of pink and purple at sunset, reflecting the peaceful atmosphere. Sand stretches along the shore, meeting the calm waters, while neighboring homes create a sense of community.

Home in Milford

Peaceful off the beaten path on the Delaware Bay

4.88 out of 5 average rating, 8 reviews

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

Mast Cabin

4.94 out of 5 average rating, 33 reviews

A spacious living area features a gray sectional sofa adorned with orange accent pillows. Two round coffee tables sit in front of the seating. A large window with sheer curtains allows natural light to illuminate the room, complemented by two pieces of wall art.

Townhouse in Milford

Sunlit Milford Townhome < 2 Mi to Riverwalk!

5 out of 5 average rating, 14 reviews

A single-story house is positioned within a grassy clearing, surrounded by trees. The home features a welcoming front porch, a set of steps leading to the entrance, and several large windows with dark shutters. A wooden structure can be seen to the side.

Home in Georgetown

New Fully furnished house

The entrance of a historic home features a deep burgundy door framed by elegant lighting fixtures. A wreath adorns the door, welcoming guests. The porch is bordered by white wooden benches and decorated with hanging greenery, complementing the dark blue exterior walls.