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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
Room
Room
Room
Private kitchen

Reviews

10 out of 10, Loved by Guests
Top 10% based on

Popular amenities

  • Free WiFi
  • Laundry
  • Kitchen
$209
avg per night

Explore the area

View in a map
Milton, DE
  • Place, Lydia Black Cannon Museum
    ‪3 min walk‬
  • Place, Milton Theater
    ‪6 min walk‬
  • Place, Dogfish Head Craft Brewery
    ‪17 min walk‬
  • Airport, Cape May, NJ (WWD-Cape May County)
    ‪132 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden
Price is $209 avg per night

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About the neighborhood

Milton

Located in Milton, this guesthouse is in the city center and near the beach. Milton Historical Society and Milton Theater are cultural highlights, and some of the area's activities can be experienced at Dogfish Head Craft Brewery and South Rookery Golf Course. Looking to enjoy an event or a game while in town? See what's happening at Sports at the Beach or Georgetown Speedway. Be sure to check out the area's animals with activities such as game walks and birdwatching.
View more Guest Houses in MiltonOpens in a new window

What's nearby

  • Lydia Black Cannon Museum - 3 min walk - 0.3 km
  • Milton Historical Society - 3 min walk - 0.3 km
  • Milton Memorial Park - 5 min walk - 0.4 km
  • Milton Theater - 6 min walk - 0.6 km
  • Dogfish Head Craft Brewery - 17 min walk - 1.4 km

Getting around

  • Georgetown, DE (GED-Sussex County) - 13 min drive

Restaurants

  • ‪McDonald’s - ‬14 min walk
  • ‪China Wok - ‬14 min walk
  • ‪Abbott’s Grill - ‬10 min drive
  • ‪Dogfish Head Craft Brewery - ‬19 min walk
  • ‪Zava Cafe Milton - ‬6 min walk

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 prices include all fees. No hidden fees.

Amenities

Free WiFi
Air conditioning
Parking available
Laundry

House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 13-17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
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.

Important information

You need to know

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
Onsite 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

Frequently asked questions

Is Contessa Suite, No added fees or cleaning charges. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Contessa Suite, No added fees or cleaning charges.?

As of Mar 4, 2026, prices found for a 1-night stay for 2 adults at Contessa Suite, No added fees or cleaning charges. on May 23, 2026 start from $209, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Contessa Suite, No added fees or cleaning charges.?

Check-in begins at 3:00 PM.

What time is check-out at Contessa Suite, No added fees or cleaning charges.?

Check-out is at 10:00 AM.

Where is Contessa Suite, No added fees or cleaning charges. located?

Located in the heart of Milton, this guesthouse is within a 5-minute walk of Milton Historical Society, Lydia Black Cannon Museum, and Milton Memorial Park. Milton Theater and Dogfish Head Craft Brewery are also within 1 mi (2 km).

Contessa Suite, No added fees or cleaning charges. Reviews

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

10/10 Excellent

Verified traveler

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Toni C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Aug 2025

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