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Holiday rentals in Lewes

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Top-rated holiday rentals in Lewes

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Top guest favourite
A cozy bedroom features a full-sized bed covered with a nautical-themed quilt. A nightstand and a dresser with multiple drawers are situated against the walls. Decorative wall art adorns the yellow walls, while soft lighting creates a welcoming ambiance. A plush area rug adds warmth to the space.
Guest suite in Lincoln
4.93 out of 5 average rating, 254 reviews

Nicencozy, near DE Turf, Bayhealth, beaches, AFB

Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

Top guest favourite
A shaded outdoor seating area features light-colored sofas with coordinating cushions, arranged around a dark table. An umbrella provides additional shade, while a small shed and a hose are visible in the background, complementing the tranquil setting.
Apartment in Lewes
4.86 out of 5 average rating, 310 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

Top guest favourite
The sleeping area features a spacious bed with soft linens and decorative pillows. A patterned accent wall adds visual interest, while two bedside lamps provide warm lighting. A piece of framed artwork depicting boats hangs on the wall, complemented by light filtering through a window with white blinds.
Flat in Lewes
4.84 out of 5 average rating, 276 reviews

Charming Studio in Downtown, Historic Lewes

Newly renovated second floor studio apartment located in downtown historic Lewes. - Glassware/dishes/utensils/bowls/etc.) - Keurig Coffee Maker - Microwave - Toaster Oven - Dishwasher - Flat screen tv - Wifi - King sized bed - High count linens - Plush bath towels - Plush bathrobes Apartment is on the second floor and is not handicapped accessible. No on site parking, but plenty of public parking in our historic town of Lewes. Check in time : 3 p.m. Check out time : 11 a.m.

Top guest favourite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Flat in Greenwood
4.97 out of 5 average rating, 637 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favourite
A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.
Cottage in Frankford
4.99 out of 5 average rating, 198 reviews

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Top guest favourite
A tranquil garden path leads to the cottage entrance, flanked by lush greenery and vibrant flowers. A small fountain gently flows, surrounded by well-manicured grass and white gravel. The serene ambience is highlighted by the dappled sunlight filtering through the leaves.
Cottage in Lewes
4.97 out of 5 average rating, 284 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. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Guest favourite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 188 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Top guest favourite
A modern living room features a large, L-shaped blue sectional sofa accented with bright throw pillows. A round coffee table sits at the center, adorned with a decorative tray. Soft lighting from a nearby lamp complements the colorful wall art and greenery from a potted plant.
Apartment in Lewes
4.99 out of 5 average rating, 171 reviews

Downtown * Walk to the Beach * Free Bikes

Walk & bike everywhere. Explore Lewes (loo-iss) & scenic Coastal Delaware. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk 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 Wi-Fi (950/880 Mpbs) ✔ Roku TV w/ free YouTube tv cable channels ✔ Parking is plentiful & linens are included *Bonus* Two complimentary bicycles provided

Top guest favourite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Flat in Rehoboth Beach
4.97 out of 5 average rating, 614 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Guest favourite
A spacious living area features a comfortable sectional sofa with decorative pillows, complemented by a large area rug. A television is positioned on a stylish media console, while large glass doors provide access to a private patio, framed by blue curtains. A ceiling fan is present above.
Apartment in Lewes
4.97 out of 5 average rating, 116 reviews

1st Floor Beach-town Condo in Lewes

Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

Guest favourite
A comfortable living area features a dark sofa adorned with patterned throw pillows. A coffee table sits atop a patterned area rug, while natural light enters through multiple windows adorned with wooden blinds. A TV is positioned on an entertainment unit across from the seating area.
Apartment in Lewes
4.94 out of 5 average rating, 139 reviews

Beautiful condo in Villages of Five Points, Lewes

Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.

Top guest favourite
A balcony view captures a wide expanse of lush green fields and dense trees, framed by a soft gray sky. The natural landscape offers a serene backdrop, highlighting a peaceful atmosphere. A railing can be seen in the foreground, providing a sense of depth.
Apartment in Lewes
4.99 out of 5 average rating, 152 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Popular amenities for Lewes holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Lewes

Top guest favourite
A spacious living room features a comfortable sofa and an ottoman in neutral tones. A wicker armchair and a floor lamp provide additional seating. Natural light filters through multiple windows, brightening the wooden flooring and light-colored walls. Decorative touches include a patterned rug and wall art.
Home in Lewes
5 out of 5 average rating, 29 reviews

Sunny Coastal Cottage 3bd 2bth

Top guest favourite
The exterior of a two-story gray building is visible, featuring white trim around the windows and doors. A sign indicates the presence of Mint & Needle medical spa. A blue sign offers information for passerby. The clear sky above adds to the building's welcoming appearance.
Flat in Lewes
4.91 out of 5 average rating, 44 reviews

First Station Retreat- parking, monthly available

Top guest favourite
An elevated beach house stands gracefully by the canal, with a spacious upper deck visible under a colorful twilight sky. Lush trees frame the property, while a wooden dock provides direct access to the water, creating a serene and inviting coastal atmosphere.
Home in Ocean View
4.97 out of 5 average rating, 30 reviews

Waterfront Retreat with Kayaks, Deck, Views!

Top guest favourite
A comfortable leather sofa with animal print pillows is situated in a well-lit living area. Natural light streams through skylights and a door leading to an outdoor space, enhancing the inviting ambiance of the meticulously designed interior.
Tiny home in Rehoboth Beach
4.96 out of 5 average rating, 26 reviews

Tiny Home WOW in Rehoboth Beach

Top guest favourite
A spacious bedroom features a large bed with a gray blanket and blue accents. Two nightstands with lamps are positioned beside the bed. A bright rug centers the room, while a mirror reflects natural light from the windows. A blue chair and dresser add functional touches.
Home in Lewes
5 out of 5 average rating, 13 reviews

Beach Plum Retreat- In Town Beach Escape

Top guest favourite
A spacious living area features a light-colored sectional sofa and a patterned accent chair, positioned around a wooden coffee table. The adjacent kitchen includes modern appliances, a large island with bar seating, and overhead pendant lights illuminating the space.
Home in Lewes
5 out of 5 average rating, 53 reviews

Laid-back in Lewes

Top guest favourite
A cabin nestled among tall trees presents a rustic appearance. A flowering garden features pink blooms and lush greenery, complementing a wooden fence. The cabin's dark exterior contrasts with the vibrant natural surroundings, creating a serene atmosphere.
Cabin in Greenwood
4.94 out of 5 average rating, 17 reviews

Mast Cabin

Top guest favourite
A serene outdoor area features a sparkling pool accompanied by a hot tub. Surrounding the space are several lounge chairs and a shaded patio with a large umbrella. Colorful flowers in planters add to the lush greenery and natural surroundings.
Home in Rehoboth Beach
5 out of 5 average rating, 32 reviews

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

When is the best time to visit Lewes?

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Avg. price£148£148£148£169£199£245£278£276£220£190£170£170
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Frequently Asked Questions

  • What are the best places to stay in Lewes?

    Many visitors choose to stay in Lewes' historic district for easy access to shops, restaurants, and museums. Quiet neighborhoods near the water are also frequently suggested for those seeking a more relaxed atmosphere.

  • What are the best things to do in Lewes with kids?

    Families often explore Cape Henlopen State Park for its beaches, nature center, and bike trails. The area around the Lewes Canal is also known for kayaking, boat tours, and interactive maritime history exhibits.

  • What are some of the best things to do in Lewes?

    Explore Lewes' historic district with its preserved homes and landmarks, walk the trails in Cape Henlopen State Park, or relax by the beaches. Maritime museums and local shops offer chances to connect with local traditions.

  • How is the weather in Lewes?

    Lewes has chilly winters near 28–50°F (-2–10°C), with warmer, humid summers reaching 68–87°F (20–31°C). Pack layers and be prepared for some rainfall throughout the year, especially in summer.

  • When is the best time to visit Lewes?

    Late spring through early autumn is often recommended for Lewes, with warmer weather and many community events taking place. Mild temperatures and blooming landscapes create a welcoming atmosphere for exploring outdoors.

  • What are the best places to visit in Lewes?

    Explore Cape Henlopen State Park for beaches and trails, discover the historic district’s museums and landmarks, and walk the paths along the Lewes Canal. Maritime sites nearby highlight the town's heritage.

  • What are some hiking trails in Lewes?

    Lewes has several scenic paths, including trails through Cape Henlopen State Park where you can explore maritime forests, dunes, and salt marshes. Paved and sandy routes make it possible to enjoy wildlife observation, beach views, and local history along the way.

  • What are some family activities we can do in Lewes?

    Spend time exploring Cape Henlopen State Park, where you can bike, swim, and visit a nature center, or join a boat excursion on the Lewes Canal. Maritime and science exhibits around town provide interactive learning for all ages.

  • What are some of the best day trip ideas from Lewes?

    You can explore nearby small towns with historic districts, wildlife refuges rich in birdwatching opportunities, or sandy stretches along the Delaware coast. Museums and farmers' markets around the region are also frequently suggested.

  • Are there any pet friendly accommodations available in Lewes?

    Lewes has pet friendly stays, especially around its historic district and near shoreline areas. Many hosts welcome dogs, and the local trails and some beaches are also frequented by people traveling with pets.

  • What are some local tips for visiting Lewes?

    Arrive early at popular beaches and parks, as spots fill quickly in warmer months. Consider renting a bike to explore flat trails around town, and check local listings for seasonal markets or art walks.

  • What is Lewes known for?

    Lewes is known for its maritime heritage, locally rooted historic sites, and a welcoming small town atmosphere. The area has sandy beaches, trails, and a number of museums that interpret regional history.

  • What are the best hidden gems to explore in Lewes?

    Search for quieter walking trails within Cape Henlopen State Park, or explore local history at smaller museums and art galleries around town. Scenic gardens and birdwatching spots provide calm escapes from busier areas.

  • What are the best foods to try in Lewes?

    Fresh seafood is often recommended, including local crab cakes and oysters. Seasonal ice cream stands, locally baked pies, and regional produce feature in many dining spots.

  • What should I bring for a trip to Lewes?

    Pack comfortable walking shoes, layers for variable coastal temperatures, a bathing suit for beach visits, and sunscreen. A lightweight rain jacket and a reusable water bottle are helpful for outdoor activities.

  • What is the nightlife in Lewes like?

    Lewes has a relaxed nightlife scene with casual bistros, local pubs, and waterfront restaurants. Some venues feature live music or craft beverages, especially around the downtown area.

  • What are the most popular events or festivals in Lewes?

    Lewes hosts events like a spring tulip celebration, arts festivals, and maritime themed gatherings throughout the year. Independence Day and holiday parades are also local favorites for many visitors.

  • Are there family friendly vacation rentals in Lewes?

    Lewes has many family friendly vacation rentals, often located near beaches or in residential neighborhoods with convenient access to parks and local attractions. Features like kitchens and multiple bedrooms make these stays comfortable for group travel.

Quick stats about holiday rentals in Lewes

  • Total holiday rentals

    Explore 160 holiday rentals in Lewes

  • Nightly prices starting at

    Lewes holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 8,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Lewes holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Lewes rentals

  • 4.9 Average rating

    Lewes stays are highly rated by guests – averaging 4.9 out of 5!

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