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Charming Guesthouse In The Center of Historic Downtown Lewes

Historic Lewes blends Victorian charm with beautiful beaches, offering a vibrant atmosphere for relaxing with friends and family in Delaware's oldest town.

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Travelers seeking relaxation find their match in Historic Lewes. The charming guesthouse sits in the center of the historic downtown, putting guests within easy walking distance of 2nd Street's restaurants and shops. The peaceful retreat lies just minutes from Lewes Beach.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Laundry room

About the area

Located in Lewes, this guesthouse is near the beach. Shoppers can check out Tanger Outlets, while everyone can enjoy the natural beauty of Cape Henlopen State Park and Lewes Beach. Lightship Overfalls and Cannonball Museum are also worth visiting. Visit our Lewes travel guide
View more Guest houses in Lewes
Map
Lewes, DE

What's nearby

  • Vertical view of historic cannon at 1812 Memorial Park in Lewes Delaware with canal in background
    1812 Memorial Park
    6 min walk - 0.6 km
  • Cape Henlopen State Park
    Cape Henlopen State Park
    19 min walk - 1.6 km
  • Lewes Beach
    Lewes Beach
    2 min drive - 1.4 km
  • Blockhouse Pond
    2 min walk - 0.2 km
  • Lewes Historic Complex
    6 min walk - 0.6 km

Getting around

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

Restaurants

  • Kick N Chicken
    5 min drive
  • Crooked Hammock Brewery
    4 min drive
  • Big Oyster Brewery
    2 min drive
  • Irish Eyes Pub & Restaurant
    15 min walk
  • Grain On The Rocks
    4 min drive

About this property

Charming Guesthouse In The Center of Historic Downtown Lewes

Guest house near Lewes Beach
Charming Guesthouse In The Center of Historic Downtown Lewes provides laundry facilities and more. Guests can connect to free in-room WiFi.
You'll also enjoy the following perks during your stay:
  • Barbecues and smoke-free property
Room features
All guest rooms at Charming Guesthouse In The Center of Historic Downtown Lewes feature thoughtful touches, such as fireplaces and air conditioning, in addition to amenities, such as free WiFi.
Other amenities include:
  • 3.5 bathrooms with showers and hairdryers
  • TVs with cable channels
  • Decks/patios, dishwashers and microwaves

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Exterior
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  • Spa pool
  • Breakfast included
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Property amenities

Internet

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

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Food and drink

  • Coffee/tea maker
  • Dishwasher
  • Hob
  • Microwave
  • Toaster

More

  • Air conditioning
  • Dryer
  • Fireplace
  • 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

ALL RESERVATIONS REQUIRE A RENTAL AGREEMENT TO BE SIGNED AND PAYMENT TO BE MADE TO JACK LINGO INC. REALTOR.
UNLESS OTHERWISE INDICATED, RENTALS ARE FOR A ONE-WEEK MINIMUM IN SEASON.
FOR PET FRIENDLY PROPERTIES, GUESTS MUST SIGN AN ADDITIONAL PET ADDENDUM AND PAY A PET FEE.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Note from host: Allows small to medium sized dogs

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
On-site parties or group events are strictly prohibited
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

Frequently asked questions

Is Charming Guesthouse In The Center of Historic Downtown Lewes pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Charming Guesthouse In The Center of Historic Downtown Lewes?

On-site parking is available at the property.

What time is check-in at Charming Guesthouse In The Center of Historic Downtown Lewes?

Check-in begins at 3:00 PM.

What time is check-out at Charming Guesthouse In The Center of Historic Downtown Lewes?

Checkout is at 10:00 AM.

Where is Charming Guesthouse In The Center of Historic Downtown Lewes located?

Situated near the beach, this guesthouse is within 1 mi (2 km) of George H.P. Smith Park and Cape Henlopen State Park. Lewes Beach is 1.3 mi (2 km) away.

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Reviews

Charming Guesthouse In The Center of Historic Downtown Lewes Reviews

9.6

Exceptional

9.8

Cleanliness

9.8

Location
Rating 10 - Excellent. 29 out of 34 reviews
Rating 8 - Good. 4 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 1 out of 34 reviews

Reviews

Verified

10/10 Excellent

Jan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was comfortable, well-equipped, and thoughtfully decorated. The garden was well designed and much enjoyed by our group on the unexpected 70F late November day. The location of the house made for easy walks around town to the grocery store, shops and restaurants, the post office, and the beach. It was the perfect "home base" for a few days in Lewes. We're already looking forward to our next stay!
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Trish M.

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

Family Holiday with dogs

We loved this place! The location is perfect and it was clean and spacious
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Kate R.

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

Great stay

Great location and beautiful home. One thing to note: the third bedroom is actually a loft so has full light/noise. Other than that, a wonderful stay! Would highly recommend!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Amy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The townhome is lovely. It was clean and beautifully decorated. The only drawback is the fact that one of the three bedrooms is open to the family and kitchen area below so it is not the best place for anyone who is disturbed or woken by noise.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

William M.

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

Great spot next to downtown Lewes

This historic duplex was great for us, convenient to everything and in a quiet neighborhood! We'd go again in a minute!
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Beth A.

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

Downtown lewes

Great property - walkable to everything downtown. Easy access to beach. Beautifully renovated and well kept! Would definitely stay again.
Stayed 5 nights in Sep 2023
Verified

10/10 Excellent

Polly C.

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

Great Spot!

We really enjoyed our stay here! The house is well equipped and close to town. We were able to relax on the deck and play with our dog in the fenced yard. We definitely want to return.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Kathy E.

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

Super cool

Was in excellent condition. Great yard for our dog. nice and quiet neighborhood.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

David C.

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

Lewes

Very clean and comfortable home. All the upgrades without compromising the vintage feel. Great location.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Lori L.

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

Great Location

This was a nice getaway with my friend and our dogs. great Yard for them! was so great to walk them, nice neighborhood and great for us to walk to dinners and shopping. Our only issue was we wished there was a rug on the stairs for the dogs.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Erin L.

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

Great house in Lewes

Great house with three large bedrooms. Each room had its own bathroom, which was very nice. It had a great backyard which our dog enjoyed. The location was just what we wanted--very easy to walk down into the restaurant/shop area (a few minutes), but not right in the middle of it, which might get noisy. The house was well equipped --linens, cooking utensils, TVs (although we didn't use them). Furniture was very comfortable. Would definitely stay here again.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Chandler G.

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

Wished Longer

Our Nashville family, plus dogs, enjoyed making this our home base as we arrived for a tournament in Fredrick, DE. Great space for three people and two dogs with more room to spare! The place was well equipped, clean, and super convenient to the lovely historic town of Lewes. The people at Lingo that we communicated with were friendly and super helpful. We will return and hope this spot is available for us!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Teddy B.

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

Cozy house walkable to downtown Lewes

Great time in this three story spot, everything clean and orderly, walk to town and the canal takes 2 minutes. House has some unusual quirks from being subdivided, like the 2nd story bedroom with a 3/4 wall which we needed to monitor our kids around. Beautiful master bedroom, lovely enclosed backyard. Would return!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Paula C.

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

Short getaway at a nice place

Well maintained; very nice place. First floor is the best with sitting room, great room with wonderful kitchen and back yard. Several wishes: Wish king bed was on second floor, not 3rd Wish they carpeted the stairs to make it easier for pets and to stifle the noise that you hear from the other side of the duplex- hear the up and down and the opening and closing of doors. Still is a 5 star because those aren't deal breakers.
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Katie S.

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

A fantastic experience!

We loved this house and would definitely return. The location is amazing- close to the beach and shops, but still on a quiet street. The only issue I would caution someone about is that one bedroom only has half walls (they do not go completely to the ceiling). This made us slightly nervous because there was a huge drop to the living room and we were there with our one and three year old sons. Also, because the bedroom is open to the living room, it was hard for our kids to stay asleep, because they could hear the noises from the rest of the house. This would not stop us from staying there again, but I wish the bedroom walls went up to the ceiling to create a safer and quieter sleeping experience.
Stayed 6 nights in Sep 2023
Verified

10/10 Excellent

Lee M.

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

Great stay

Great stay.
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Jennifer R.

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

Great location

My family and I stayed over the 4th it was a great place and location was wonderful! Loved having a parking spot in the back as well!
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Joyce R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house and in excellent condition. 2 blocks from the town of Lewes which was so convenient. We enjoyed walking around the town a lot. The location of the house was perfect.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Diane B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice downtown location and an easy walk to restaurants and center of town. Our first trip to Lewes. We will return!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Verified traveller

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

Great long weekend

The property was clean and perfect for a group looking to go to the beach and enjoy the town for the weekend. We were 2 families of varying ages who all enjoyed the deck, backyard, and cooking meals in the kitchen.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Betty Ann S.

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

Wish the fireplace was working.

I would highly recommend this place. It was really nice.
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

G Matthew B.

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

Our review

We would rent this property again! We are very pleased,
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Michelle M.

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

Costal Comfort

As soon as we walked in the door we knew our stay was going to be wonderful. It looked better than the pictures listed. My family slept very well in the beds. We had everything we needed in the kitchen. We had privacy on the back deck. And the stores and shops were 5 mins away by walking. We will definitely return. We have been to Lewes for the last 4 yrs every summer and this is our favorite vacation yet!
Stayed 6 nights in Jul 2025
Verified

8/10 Good

Christina S.

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

Lovely updated TH in the heart of Lewes

First stay in the heart of downtown Lewes didn’t disappoint. Home was beautifully updated with a very nice fenced yard and garden, and in walking distance to all that downtown Lewes offers. One observation was the lack of beach house amenities typically stocked at this price point: beach chairs, no umbrella for deck table and chairs without shade, beach towels(none available despite linen fee).
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Heather C.

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

Charming home in great location

Charming beach home walking distance to shops and restaurants and easy drive to beaches and park. Very responsive property management team. Plenty of space to spread out. Of note, this is a duplex and back yard is shared. Also, one bedroom is open to the floor below. Rooms are quite light in the mornings as blinds are not room darkening. All that aside, we thoroughly enjoyed our stay.
Stayed 7 nights in Jul 2022