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Entire home

Roosevelts Retreat in charming downtown Lewes

Photo gallery for Roosevelts Retreat in charming downtown Lewes

Living area
Outdoor dining
Outdoor dining
Private kitchen
Room

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6167.2 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Lewes, DE
  • Place, Beebe Healthcare
    ‪5 min walk‬
  • Place, Lewes Historic Complex
    ‪12 min walk‬
  • Place, Lewes Beach
    ‪2 min drive‬
  • Airport, Georgetown, DE (GED-Sussex County)
    ‪22 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden

About this property

Roosevelts Retreat in charming downtown Lewes

Step into a piece of Lewes history with this beautifully renovated home, perfectly nestled in the heart of downtown. Blending timeless charm with modern comfort, this cozy retreat offers a relaxed coastal vibe with historic character throughout.

Enjoy the convenience of walking to downtown shops, restaurants, and the farmers market — all just steps from your door.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Take out the rubbish
Turn off the lights and lock the doors
Please turn heat to 64, or A/C to 74.
Failure to complete these may result in a negative review from the host.

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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Lewes

Historic District, a neighbourhood in Lewes, is home to this holiday home. While the natural beauty of Cape Henlopen State Park and Lewes Beach can be enjoyed by anyone, those looking for an activity can explore Cape May - Lewes Ferry. Cannonball Museum and Lightship Overfalls are also worth visiting.
View more Holiday homes in LewesOpens in a new window
Map
Lewes, DE

What's nearby

  • Beebe Healthcare - 5 min walk - 0.4 km
  • 1812 Memorial Park - 11 min walk - 1.0 km
  • Lewes Historic Complex - 12 min walk - 1.1 km
  • Cape Henlopen State Park - 1 min drive - 1.4 km
  • Lewes Beach - 2 min drive - 1.7 km

Getting around

  • Georgetown, DE (GED-Sussex County) - 27 min drive

Restaurants

  • ‪Crooked Hammock Brewery - ‬3 min drive
  • ‪Kick N Chicken - ‬4 min drive
  • ‪Big Oyster Brewery - ‬14 min walk
  • ‪Grain On The Rocks - ‬4 min drive
  • ‪The Wheelhouse - ‬13 min walk

Frequently asked questions

Is Roosevelts Retreat in charming downtown Lewes pet-friendly?

Yes, this property allows dogs (limit 1 total).

How much does it cost to stay at Roosevelts Retreat in charming downtown Lewes?

As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Roosevelts Retreat in charming downtown Lewes on 5 July 2026 start from AU$699, 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 at Roosevelts Retreat in charming downtown Lewes?

On-site parking is available at the property.

What time is check-in at Roosevelts Retreat in charming downtown Lewes?

Check-in begins at 3:00 PM.

What time is check-out at Roosevelts Retreat in charming downtown Lewes?

Checkout is at 11:00 AM.

Where is Roosevelts Retreat in charming downtown Lewes located?

Located in Historic District, this holiday home is within 1 mile (2 km) of Beebe Healthcare, Cape Henlopen State Park and Lewes Beach. Blockhouse Pond and George H.P. Smith Park are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Megan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in a great location. Easy walk to shops and restaurants. The host was responsive and provided all the information we needed for a relaxing stay.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Adam L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was great and very clean and accommodating to our pets - would stay again
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Mackenzie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was perfect for us and our dog. Spacious and accommodating. Lots of natural light which we love. Plenty of room to relax. Next time we will bring our daughter!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Kirste F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay for an off-season weekend in Lewes. The house is in a perfect spot in the historic district. It was just a few blocks to walk to shops, restaurants, and everything we needed. The fenced-in yard was such a bonus, especially since we could bring our dog. Inside, the home had all the modern amenities we needed while still keeping its historic charm. It was clean, comfortable, and thoughtfully decorated with a relaxed coastal feel. The host was responsive and great to work with. We’d gladly stay here again.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Lillian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This adorable house was one of our favorite VRBOs that we've ever stayed in. It was very clean, bright, and everything was in great condition. The neighborhood was quiet with kind neighbors. Our pup loved the back deck and yard. 0.1 mile walk/bike ride to the bike path and a 1 mile walk/bike ride to the beach. Parking was easy and convenient. Super close to downtown Lewes and a 10 minute walk to get to the shops. 10/10 Would highly recommend and we're looking forward to going back!
Stayed 3 nights in Mar 2026

About the host

Hosted by Lauren

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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