Contessa Suite, No added fees or cleaning charges.

Milton, Delaware
$219 avg/night
Minimum Stay 2 Nights
Bed 1

Bed

Bath 1

Bath

Home Guest House

Property Type

Sleep 2

Max Sleeps

Night 2 nights

Min Stay



Contessa's Suite

The Charleston of Milton Inn is located in the heart of Milton's Historic District.
Within walking distance to all downtown shops, restaurants, Doghead Fish Brewery, Milton Theater, Waterfront Parks, etc.
7 Miles to Broadkill Beach.
12 miles to Cape Henlopen State Beach.
14 miles to Rehoboth Outlets and Beach.
Our guest suites are located on the second floor. Each feature a King size bed, private En suite bath, private porch, and kitchenette.
<br>The Contessa's Suite
Our very spacious accommodations provide individual climate controls, ceiling fans, kitchenette breakfast / workspace. We have super high-speed Wi-Fi 400 Mbps as well as wired internet connection via an Ethernet cable at the breakfast / work area. The smart TVs are equipped with 4K Dolby Vision, UHD, free Netflix, and Prime Video included. TVs are also hard wired to the internet (No Buffering)

The King Bed.
Your restful sleep begins with the Westin Heavenly Bed Experience. Enjoy 10 layers of pure comfort on your custom pillow top mattress. Layered with 100 % Egyptian cotton pressed sheets, plush pillows, and imported blankets from Portugal, of seasonal weight. Finished with a King Charles Matelassé Coverlet. Linens and towels are cleaned with Arm & Hammer Free and Clear / Sensitive Skin no dyes or perfume.

Special Requests Encouraged.

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Guests have access to the main porch, foyer, the gardens, and their own guest suite with their private porches. You will have your own kitchenette fully.
equipped with micro, refrigerator, toaster, coffee maker etc.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • MORE

    Beach Towels Smoke-free Property Dryer Iron/ironing Board
  • OUTDOOR

    Beach Loungers Garden
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access In-room WiFi Speed: 500+ Mbps (good For 6+ People Or 10+ Devices)
  • GUEST SERVICES

    Laundry Facilities
  • FAMILY FRIENDLY

    Dining Table Kitchen Kitchenette Laundry Facilities Microwave Refrigerator
  • ACTIVITIES NEARBY

    Beach Access Birdwatching Cycling Fishing Golfing Kayaking Motor Boating Outlet Shopping Wildlife And Game Walks
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    Hair Dryer Shampoo Shower Soap Toilet Paper Towels
  • ENTERTAINMENT

    TV
  • OUTDOOR SPACE

    Balcony
  • FOOD AND DRINK

    Blender Coffee/tea Maker Cookware/dishes/utensils Dining Table Ice Maker Kitchen Kitchenette Microwave Paper Towels Refrigerator Toaster

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Availability

Review Review

  • Austin

    Submitted Jul 25, 2025

    Stayed Jul 18, 2025

    Quick walk to the downtown Milton area, the host Richard was incredibly responsive and accommodating! I’d absolutely stay here again, what a beautiful place!

  • Michael

    Submitted Jun 13, 2025

    Stayed Jun 6, 2025

    The Contessa Suite was a wonderful place for our long weekend of exploring the nearby Delaware shore. Located in the charming town of Milton, our room was large, spotlessly clean, meticulously decorated and had all the amenities that we expect in a small inn. We especially liked the large balcony that overlooked the lovely and peaceful lawn/garden below. Richard, our host, was friendly, welcoming and very helpful in recommending businesses in Milton and in suggesting places to explore on the shore.

  • Randall

    Submitted Oct 14, 2024

    Stayed Jul 19, 2024

    The host was excellent in getting us oriented to the property and the suite, as well as local dining recommendations. He was both attentive to our needs but non-intrusive as well. The suite was very clean and well-appointed.

  • John

    Submitted Jun 16, 2024

    Stayed Jun 14, 2024

    beautifully decorated had everything we needed for our weekend stay. Owner was wonderful and helpful. Beautiful place to stay and convenient

  • graham

    Submitted May 10, 2024

    Stayed May 4, 2024

    Wonderful weekend getaway. Richard was a terrific host. Fully appointed and intentional accommodations. Quaint town with good restaurants and theatre in walking distance. Easy drive to beach

  • Sherry L.

    Submitted Sep 4, 2025

    Stayed Aug 12, 2025

    What a wonderful stay in this hidden gem! Beautiful room in a Southern Charleston home with stunning porches and landscaping. Our host Richard was excellent and was available when needed…we can’t wait to return!!

  • Toni C.

    Submitted Aug 27, 2025

    Stayed Aug 20, 2025

    We were excited about our planned stay at Contessa Suites. Just prior to our stay and after full refund cancellation period, Richard notified us to say there was very loud construction in front of the house starting very early in the morning. He offered us the option of a full refund which we ended up taking.While in Milton we walked by the home and it was very beautiful.We very much appreciated the communication and refund which tells us a lot about how they do business.We will look into booking again when visiting Milton for Milton theatre shows.

  • Alesia R.

    Submitted Aug 9, 2025

    Stayed Aug 1, 2025

    Richard was an outstanding host and his home amazing.

  • Brenda D.

    Submitted Aug 7, 2025

    Stayed Aug 4, 2025

    Beautiful house the room was very decorated beautiful and extremely clean. Richard our host is a wonderful person so nice. We actually passed out cards to friends to stay we loved it so much. Brenda and kevin

  • Submitted Jul 28, 2025

    Stayed Jul 24, 2025

    Richard our host is a wonderful person. He greeted us and gave us the information we needed to make our stay a pleasant one. The house is beyond description. The detail and beauty of the Inn is over the top. If we come back to De , we will look into staying here again.

  • Lauren A.

    Submitted Jul 25, 2025

    Stayed Jul 22, 2025

    We just had another perfect stay at The Charleston of Milton Inn. The house, room and grounds are meticulously designed and maintained! and our host, Richard is the best! Already looking forward to our next visit!Lauren & Mike

  • Robert S.

    Submitted Jul 14, 2025

    Stayed Jul 11, 2025

    Wonderful Experience. The property was meticulously maintained inside and out. Attention to detail was impressive. You couldn’t find something wrong if you looked for it with a magnifying glass! Relaxed atmosphere. This will be our go to property in the area. Richard was an exceptional host.

  • Jacquelyn O.

    Submitted Jun 15, 2025

    Stayed Jun 13, 2025

    This place is beautiful the ground were lovely the owner was very welcoming. It was walkable to a quaint down town with many restaurants and Dogfish Brewery . This was are second time staying there

  • Joe R.

    Submitted May 28, 2025

    Stayed May 25, 2025

    Richard is the most wonderful host—he made us feel very welcome and comfortable! The property is just beautiful, with perfectly manicured lawns and gorgeous roses and flowers in the garden. Spacious room, comfortable bed, luxurious sheets and bedding, great shower, and a beautiful balcony porch to unwind at the end of the day. We’ll be back next time we’re in Delaware.

  • Dawn T.

    Submitted May 24, 2025

    Stayed May 22, 2025

    This place is amazing. The house is beautifully decorated and maintained. The owners have thought of everything to make your stay enjoyable. Fridge is stocked with some water, ketchup, mustard and mayo. Creamer, coffee, tea sugars. And even a box of kleenex in the room. The privite porch is beautifully decorated and nice to sit out and watch the beautiful birds and admire the garden. So many thoughtful extras. Just a short walk to Milton Theater and Irish Eyes restaurant.

  • David P.

    Submitted Sep 27, 2024

    Stayed Sep 9, 2024

    This place really stands out in the town. It really looks like a slice of Charleston set in Milton. The grounds, the house, and furnishings were all very nice. I especially like sitting out on the covered porch and relaxing. The host was very hospitable.

  • dave b.

    Submitted Aug 19, 2024

    Stayed Aug 11, 2024

    Pictures only begin to tell the story! Words from all the other reviews help describe the experience. Richard was a fantastic host! The place was immaculate, the grounds and landscaping were absolutely beautiful, the design and character and attention to every detail was covered to make our stay beyond our expectations!

  • Katrina H.

    Submitted Aug 2, 2024

    Stayed Jul 28, 2024

    Perfect spot for a getaway at the beach with my daughter. Richard is a wonderful host. The room was very clean, beautifully decorated, lovely garden. Everything was presented with fine detail and care. Highly recommend!

  • Laura W.

    Submitted Jul 29, 2024

    Stayed Jul 26, 2024

    This was a perfect quick get away. It was quiet, but close to all the beach activities. The pillows and mattress were so comfortable. I have not slept that well in years. Sitting on the covered balcony was very relaxing. We will be back.

  • Holly R.

    Submitted Jul 26, 2024

    Stayed Jul 23, 2024

    Where to start. The beautiful grounds, the beautiful porch as you walk in playing beautiful music, then you approach your suit with everything that you need and more. Richard and Steve truly captured the essence of Southern charm 5 stars all the way!

Your dates are Available!

Total

Includes taxes and fees
$237+
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