
House holiday rentals in Milford
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Top-rated house rentals in Milford
Guests agree: These houses are highly rated for location, cleanliness and more.

Cozy Country Beach Home
Private 3 bedroom 1 1/2 bath raised ranch home on 4 acres surrounded by woods. Dog friendly with fenced backyard. Walking trail through woods. Near Lewes, Milton, Cape Henelopen and Long Neck. Short drive to Indian River Bay, Broadkill River, Rehobeth Beach and Tanger Outlets. Three miles from bike path. Enjoy local establishments including Dogfish Head Craft Brewery, Dewey Beer Co., Brimming Horn Meadery, Beachtime Distillery, YellowFins, Brickworks Brewing, and Irish Eyes. Come enjoy!

Pet Friendly Home In A Private Beach Community!
Forget your worries in this spacious and serene space. Single-floor home with a very short walk to quiet Bay Beach. Spectacular 4 season Sunroom facing west over Primehook's 10,000-acre National Wildlife Refuge. Stunning sunsets and birding while dining or just relaxing after a day at the beach make this room a favorite. The home offers views of Delaware Bay. There is an outdoor shower for rinsing away the day's salt and sand. The fully fenced backyard includes a grill and space for your dog!

Chestnut-Near Dogfish, DE Turf & Sports at Beach
Weekly Discount 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 @ Bch is 10 minutes. This home has been renovated. Relax in the screened in porch with 2 reclining chairs & swing. Home has 3 bedrooms (1 bedroom down, 2 up) & queen sleeper sofa in living room. Patio has grill and fire pit. Short walk to Dogfish Restaurant. Easy walk/bike ride to downtown. Golf Courses minutes away.

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.

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.

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!

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.

Maplewood - Simply Comfortable, Dog Friendly
Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Charming Historical Red Roof Home
Charming home close to the DE Truf fields and 40 minutes to the Delaware beaches, Lewes, Rehoboth and Dewey Beach. This charming house is two main bedrooms and bath on the second floor. Then a living room with TV(Amazon fire stick ), Kitchen and a open space room for reading with two love seats. On site parking is available and on the street parking is available as well. Wifi is available. Please call or text, the air b an b messages don’t always come through.

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.

Beautiful Waterfront Home-Private, Clean, Relaxing
A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.

Pet friendly cottage 4 blocks to Beach
South Rehoboth Beach House located in peaceful country club estates. Fully fenced with outdoor shower, 2 screened porches, gas grill, cable TV, wireless internet, full kitchen, beach chairs, 1 car parking in driveway and garage parking for 1 car. In season Rehoboth Beach parking permits provided DOGS ALLOWED $25 per night pet fee due before check in (min Pet fee $50)
Popular amenities for Milford house rentals
House rentals with a pool

Spacious 5 Bedroom w/Pool, Patio and Theater

Village at Five Points Condo Getaway

New 3‑BR Ranch by DE Turf & Beaches

Hot Tub Holiday Escape! Fireplace + Close to all!

Wilde Rose By The Bay - Salt water Inground pool

Dog Friendly Fenced 3BR King Bed

SeaLaVie! HotTub! FirePits! HugeYard! BaySunsets!

New Modern Beach Home, close to beach
Weekly house rentals

Waterfront Retreat

Broadkill Beach - Linens included - Jacuzzi Tub

Near DE Turf! Book now for 2025 pricing!

Private Master Suite

Blue Pearl Beach/Bayfront Home

BILLS PLACE at DE TURF Complex *NEW HOST*

Milton's Cozy Cottage

Laid-back in Lewes
Private house rentals

Deborah's Beach House

Victorian on the Riverwalk Unit 2

Mint Cottage-Outdoor Entertaining. 2x King Beds

Charming Home in Camden Wyoming

Welcome to the Redbird Retreat!

Diamond Lake Retreat

Cozy Cape Cod

Sandbar Coastal Escape
Quick stats about house rentals in Milford

Total holiday rentals
Explore 20 holiday rentals in Milford

Nightly prices starting at
Milford holiday rentals start at $123 AUD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Milford holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Milford rentals

4.9 Average rating
Milford stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Betterton Beach
- Dewey Beach Access
- Willow Creek Winery & Farm
- Peninsula Golf & Country Club
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Cape Henlopen State Park
- Crystal Beach Manor, Earleville, MD
- Poodle Beach
- Northside Park
- Bear Trap Dunes
- Poverty Beach
- Higbee Beach
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
- Stone Harbor Beach
- Towers Beach




