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Contessa Suite, No added fees or cleaning charges.

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Photo gallery for Contessa Suite, No added fees or cleaning charges.

Exterior
Outdoor dining
Shower, hair dryer, towels, soap
Interior
Interior

Reviews

10 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Laundry room
  • Kitchen

Explore the area

View in a map
Milton, DE
  • Place, Milton Memorial Park
    ‪5 min walk‬
  • Place, Milton Theater
    ‪6 min walk‬
  • Place, Dogfish Head Craft Brewery
    ‪18 min walk‬
  • Airport, Georgetown, DE (GED-Sussex County)
    ‪14 min drive‬

Room options

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About this property

Contessa Suite, No added fees or cleaning charges.



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.

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.

.
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.
Our customers tell us that they can't get enough of the overall property condition at this guesthouse. During your stay, you're just a quick walk from Milton Historical Society. Enjoy features like laundry facilities.
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from Milton Historical Society and 3 minutes on foot from Lydia Black Cannon Museum
As a guest of Contessa Suite, No added fees or cleaning charges., you'll find a garden and laundry facilities. The front desk is open around the clock.

This Milton guest house is smoke free.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Conveniences

  • Laundry facilities

Outdoors

  • Beach loungers
  • Beach towels
  • Garden

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • TV

Food and drink

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Ice maker
  • Kitchen
  • Microwave
  • Paper towels
  • Refrigerator
  • Toaster

More

  • Air conditioning
  • Dryer
  • Heating
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Photo ID required.
Check in time window 3pm to 9pm unless other arrangements have been previously agreed on.
Please No High Heels. We have wood floors.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Contessa Suite, No added fees or cleaning charges. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 67 out of 67 reviews
Rating 8 - Good. 0 out of 67 reviews
Rating 6 - Okay. 0 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

10/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Austin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Alesia R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Richard was an outstanding host and his home amazing.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Sherry L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

John

beautifully decorated had everything we needed for our weekend stay. Owner was wonderful and helpful. Beautiful place to stay and convenient
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Jacquelyn O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Tara W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay!

My daughter and I stayed here for her lacrosse tournament and we couldn’t have had a better experience. We will definitely come back next year and I highly recommend it!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Lauren A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Brenda D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Beautiful Inn

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.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

susan j.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend Away

Great accomodations, Richard was the perfect host! Milton is a hidden gem in DE, close to the botanic garden and some good antiquing.
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Joe R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pleasant and relaxing place to stay!

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.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Scott B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Amazing Stay!

Richard, the owner, was more than hospitable. The property was beautiful, relaxing with great attention to detail. The location in Milton was quiet but close enough for easy beach access. Nearby restaurants and ice cream in Milton were top notch.
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Pamela S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing escape from hustle & bustle of beach

This property was a relaxing getaway. It was not far from Rehoboth and we were able to enjoy the beach vibes and then return quietness. Owner gave us recommendations for breakfast. Which did not disappoint!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Randall

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

graham

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Robert S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Michael

Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Pat and Gary R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wouldn’t stay anywhere else

Wonderful host! Lovely setting. Perfect suite - luxurious shower with fluffy towels. Ironed bed linen!!! Close to downtown restaurants and local beaches. Our third visit.
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Rebecca R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Getaway

The Charleston is an absolutely beautiful place to stay. There is great attention to detail. Richard is a wonderful host. Looking forward to staying in the future. :)
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Laura W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect get away

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.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

David P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A slice of Charleston

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.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Pat R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous

Always Aplus. Elegant enjoyable and engaging Luxurious stunning fun great gardens
Stayed 6 nights in Aug 2023
Verified

10/10 Excellent

Katrina H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A beach treasure

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!
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Warren W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfy, classy, not a detail missed.

The property was beautiful, our host Richard was very kind and accommodating. I’m not one to usually leave reviews but felt very compelled to do so this time. Will certainly be back again!
Stayed 2 nights in Jul 2023
Verified

10/10 Excellent

Mike T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

My fiance and I really enjoyed our two night stay! The owners were extremely sweet and helpful!

The owners were so sweet and the breakfasts were delicious! Our bedroom was beautiful and we had a great time! Gorgeous place! The only things we would recommend for any future changes would be to make sure the heat is on....really cold our second night, and a bathroom with a shower/shower curtain. Otherwise it was the perfect getaway and we may definitely visit again one day!
Stayed 2 nights in Oct 2022