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Vacation rentals in Lewes

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Top-rated vacation rentals in Lewes

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Rehoboth Beach

4.79 out of 5 average rating, 621 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Jan. 11 – 18

$178 CAD per night

Guest favourite

Guest suite in Rehoboth Beach

4.98 out of 5 average rating, 120 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Dec. 17 – 24

$177 CAD per night

Guest favourite

Condo in Lewes

4.83 out of 5 average rating, 232 reviews

A bit of Paradise

Charming end unit secluded in the heart of Lewes. Shady sitting area for viewing the waterfowl & enjoying the peace & quiet. Lewes marina is across the street so is Quest where can rent Kayaks etc. Over the bridge you will enjoy the historic district, town shops, eateries, food market; kiddy park, canal front park; trolley into Rehoboth Beach Henlopen State Park 1 mile; surfing, fishing & nature trails; Bay Beach 1/4 mile w Walk to everything We offer a %15 discount for 7 days or more

Nov. 12 – 19

$241 CAD per night

Guest favourite

Apartment in Dewey Beach

4.95 out of 5 average rating, 133 reviews

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!

Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

Dec. 23 – 30

$141 CAD per night

Guest favourite

Home in Ocean View

4.92 out of 5 average rating, 531 reviews

Tiny House at Good Earth, near Bethany Beach

A custom-built "Tiny House" located right between our new dinner theater and our garden dining area. True to the show "Tiny House Nation"; cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TVs and internet in the units but the quality of service is not guaranteed. We are in a rural area and sometimes it's slow or not working at all. If TV and internet are super important for your stay we may not be the right fit.

Apr. 28 – May 5

$189 CAD per night

Guest favourite

Guesthouse in Lewes

4.92 out of 5 average rating, 290 reviews

Pied a Mer- Downtown Lewes Cottage!

Adorable cottage in Lewes! Located a mere 10 minute-walk from the downtown shopping area and a 20 minute-walk from Lewes Beach, this cute and cozy cottage is both convenient and comfortable. It's best suited for 1 or 2 guests. Included in your stay are off-street parking (no cost!) luxury sheets and towels, washer/dryer, a wood stove and beach chairs. If you're looking for an easy way to get around town, or even to Rehoboth (via the path), Sea Green www.seagreenbicycle.com has it all

Dec. 3 – 10

$243 CAD per night

Guest favourite

Home in Rehoboth Beach

4.97 out of 5 average rating, 114 reviews

Charming 1.7 mi to beach,bdwk, restaurants! Quiet

No shared spaces in this Charming 4 room suite in single family home in nice neighborhood, close to Rehoboth Beach, bike/run/walk path to Lewes (4 mi). or Rehoboth, less than 2 miles. Great shopping, in town and TAX FREE! outlets 1/8th mi. large loft, King bedroom after climbing a SPIRAL STAIRCASE with large screen TV's upstairs and down. Bathroom downstairs. Living room with TV and couch and full kitchen. Parking in front. ** Host has her own private suite and entrance.

Mar. 27 – Apr. 3

$146 CAD per night

Guest favourite

Cottage in Lewes

4.97 out of 5 average rating, 219 reviews

Charming, Historic Lewes Cottage

This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes. Many great restaurants are nearby. The doors of the Cottage have low head jams and the stairs are compact, a challenge for a tall person. The cottage is compact, the refrigerator for the Cottage is a small one. Lewes is a fascinating & historic town with so much to do, museums, beaches, Cape Henelopen State Park, fishing, canoeing, biking, great restaurants and more.

Dec. 28 – Jan. 4

$294 CAD per night

Guest favourite

Condo in Lewes

4.97 out of 5 average rating, 186 reviews

IN-TOWN * WALK to Restaurants * Free Bikes

Explore Lewes (loo-iss) & scenic Coastal Delaware from our in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV with free YouTube tv cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

Dec. 26 – Jan. 2

$230 CAD per night

Guest favourite

Apartment in Lewes

4.86 out of 5 average rating, 155 reviews

Modern 1BR steps from the beach & downtown Lewes!

Relax and escape to this beautiful space, mere steps to the beach! This open, bright one-bedroom features brand-new construction and furnishings, and has everything you need for a fantastic getaway. ✔ One block from the beach! ✔ 10-15 minute walk to the charming restaurants, bars, shops and parks in downtown Lewes ✔ Lots of bike trails nearby, including through gorgeous Cape Henlopen State Park ✔ A quick drive to the neighboring DE beaches: Rehoboth, Dewey and Bethany.

Dec. 27 – Jan. 3

$260 CAD per night

Guest favourite

Apartment in Milton

4.96 out of 5 average rating, 132 reviews

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.

May 2 – 9

$174 CAD per night

Guest favourite

Guesthouse in Milton

4.97 out of 5 average rating, 148 reviews

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

May 6 – 13

$268 CAD per night

Vacation rentals for every style

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Cabins

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Convenient locations with everyday essentials

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A space that's all yours, with room for everyone

Popular amenities for Lewes vacation rentals

Free parking on premises

Air conditioning

Stay near Lewes's top sights

Irish Eyes Pub & Restaurant34 locals recommend

Lewes ferry terminal15 locals recommend

Agave Mexican Restaurant125 locals recommend

The Wheelhouse Restaurant and Bar13 locals recommend

Beebe Healthcare10 locals recommend

Touch of Italy Lewes DE24 locals recommend

Other great vacation rentals in Lewes

Guest favourite

Apartment in Greenwood

4.97 out of 5 average rating, 477 reviews

Beach Highway Hobby Farm

Sep. 19 – 26

$113 CAD per night

Guest favourite

Apartment in Rehoboth Beach

4.93 out of 5 average rating, 320 reviews

Sunny Studio in Rehoboth Beach

Oct. 13 – 20

$211 CAD per night

Guest favourite

Apartment in Rehoboth Beach

4.9 out of 5 average rating, 300 reviews

Timmy's Treeside Studio Pets Welcome Peeps #420

Nov. 1 – 8

$242 CAD per night

Guest favourite

Cottage in Sussex County

4.92 out of 5 average rating, 121 reviews

Cozy 2 bedroom cottage with parking on premises

Apr. 23 – 30

$183 CAD per night

Guest favourite

Place to stay in Rehoboth Beach

4.99 out of 5 average rating, 165 reviews

Stylish, Spacious & Pet-Friendly Studio Cottage

Sep. 28 – Oct. 5

$270 CAD per night

Guest favourite

Condo in Rehoboth Beach

4.94 out of 5 average rating, 123 reviews

Lovely 2-bedroom condo, close to beaches

May 6 – 13

$241 CAD per night

Guest favourite

Home in Milton

4.83 out of 5 average rating, 215 reviews

Glennie's Places Scenic town close to beaches

May 2 – 9

$184 CAD per night

Guest favourite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 120 reviews

Right on Silver Lake walk to the beach and town!

Dec. 26 – Jan. 2

$230 CAD per night

Quick stats about vacation rentals in Lewes

Total rentals
130 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
7.3K reviews
Nightly prices starting at
$96 CAD before taxes and fees

Destinations to explore