Skip to main content
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

Highlights

  • Bring your furry friends
    Top rated for creating memorable stays with your pets.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to 1812 Memorial Park
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Patio
  • Dog-friendly
  • On-site fitness center
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Lewes, DE
  • Place, 1812 Memorial Park
    ‪11 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.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Milton Vacation Rental | 3BR | 3BA | 1,600 Sq Ft | 19 Steps to Enter
Broadkill Beach Gem w/ Beach Access, Dogs Welcome
Milton
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
10.0 out of 10, Exceptional, (4 reviews)
Broadkill Beach Gem w/ Beach Access, Dogs Welcome

House Rules

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

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 1 total)
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Take out the trash
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

Property # 4929015
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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Lewes

Historic District, a neighborhood in Lewes, is home to this vacation home. While the natural beauty of Cape Henlopen State Park and Lewes Beach can be enjoyed by anyone, those looking for an activity can check out Cape May - Lewes Ferry. Looking to enjoy an event or a game while in town? See what's going on at Sports at the Beach, or consider a night out at Rehoboth Beach Public Library.
View more Vacation Homes in LewesOpens in a new window
Map
Lewes, DE

What's nearby

  • Blockhouse Pond - 3 min walk - 0.3 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

  • ‪Kick N Chicken - ‬4 min drive
  • ‪Crooked Hammock Brewery - ‬3 min drive
  • ‪Irish Eyes Pub & Restaurant - ‬16 min walk
  • ‪Grain On The Rocks - ‬4 min drive
  • ‪Big Oyster Brewery - ‬14 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 Jun 12, 2026, prices found for a 1-night stay for 2 adults at Roosevelts Retreat in charming downtown Lewes on Sep 7, 2026 start from $549, 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 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?

Check-out is at 11:00 AM.

Where is Roosevelts Retreat in charming downtown Lewes located?

Located in Historic District, this vacation home is within 1 mi (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 labeled.
Learn moreOpens in a new window
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

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

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

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

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
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

About the host

Hosted by Lauren

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback