Family-friendly vacation rentals in Lewes

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Lewes

  • Total vacation rentals

    Explore 140 vacation rentals in Lewes

  • Nightly prices starting at

    Lewes vacation rentals start at $139 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,390 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    140 of Lewes vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lewes rentals

  • 4.9 Average rating

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

Top-rated family-friendly rentals in Lewes

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favourite
Condo in Lewes
4.95 out of 5 average rating, 170 reviews

2BR Coastal Retreat Walk to Beach & Downtown Lewes

Welcome to Lewes DE, home of exquisite dining, tax free shopping, and a laid-back atmosphere. This ground floor, single-story condo is (in our humble opinion) in THE BEST location on the Delaware shore. ⭐️ Walkable to both the beach and downtown. ⭐️ Minutes away from Cape Henlopen State park. ⭐️ 3 Roku TVs to keep the family busy during down time ⭐️ Wi-Fi provided ⭐️ Free Disney+ ⭐️ Keurig with k-cups ⭐️ paper products ⭐️ bath towels ⭐️ Fenced in outdoor area for chilling and drying off 😎

Top guest favourite
Guesthouse in Lewes
4.95 out of 5 average rating, 136 reviews

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

Top guest favourite
Apartment in Lewes
4.86 out of 5 average rating, 323 reviews

Charming Apartment in Downtown, Historic Lewes

Unwind in this bright, freshly updated 1-bedroom apartment perfectly situated in the center of charming downtown Lewes. Overlooking the peaceful Mary Vessels Park, this second-floor retreat offers a full kitchen w/coffee bar, spacious layout, and unbeatable walkability. Just steps from local shops, restaurants, historic landmarks, and the scenic Canalfront Park, it's the ideal home base for your coastal getaway. Whether you're here to relax, dine, or discover, you'll love our welcoming hideaway!

Top guest favourite
Condo in Lewes
4.86 out of 5 average rating, 337 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
A spacious living area features a sectional sofa adorned with red accent pillows. A wooden coffee table sits in front, contrasted by a patterned area rug. Natural light streams through large windows, highlighting a piece of wall art depicting a serene landscape.
Condo in Lewes
4.98 out of 5 average rating, 365 reviews

Beach Sunrise: Walk to Downtown & Lewes Beach

Skip the traffic and parking stress — stay where everything is steps away. Experience the best of Lewes (pronounced loo-iss) from this perfectly located, walkable condo. Step outside and you’re minutes from the beach, downtown dining, scenic parks, and bike trails. With ultra-fast 2-Gig Wi-Fi, KING bed, free bikes, coffee bar, easy parking, and thoughtful amenities, this is the ideal home base for couples or small families seeking comfort, convenience, and an authentic local stay.

Top 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 homes in Lewes
4.94 out of 5 average rating, 227 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 spacious living area features a light teal accent wall and a cozy sectional sofa. A hanging swing chair and decorative accessories enhance the room's comfort. Large windows allow natural light to illuminate the space, while a ceiling fan contributes to air circulation.
Cabin in Lewes
4.93 out of 5 average rating, 141 reviews

*NEW * cozy wooded retreat 🌳 near Delaware beaches

Come relax after a busy beach day at the ⚓️Admiral’s hideaway⚓️. A newly renovated 2BR/1bath Villa in Lewes, DE. A perfect getaway for a couple or small family visit to all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep away from the heavy Route 1 traffic noises. The entire home is on a private lot (not a neighborhood) lined with 🌲 leading up to the house with a fenced in yard (perfect for your furry family members).

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.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 664 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
The exterior of a rustic beachfront home is depicted, featuring weathered wood siding and multiple large windows. The structure is two stories, with a sloped roofline and steps leading to the entrance. A sandy path and grassy area are visible, creating a natural coastal setting.
Home in Milton
4.94 out of 5 average rating, 101 reviews

Beachfront Home with Unobstructed Water Views

Beachfront/Bayfront home with 4 bedrooms and 3 full bathrooms located in the quiet and relaxing community of Broadkill Beach. The property is just steps from the beach and features stunning, unobstructed water views from almost every room. The home has a coastal design with natural light, soft-tones and a clean aesthetic so that it feels like summer all year-round. We hope that you'll book your vacation with us and enjoy all that Broadkill Beach has to offer!

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.
Condo in Lewes
4.95 out of 5 average rating, 128 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 is 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.

Top guest favourite
A wrap-around deck overlooks a tranquil waterfront view, featuring lush greenery and calm waters. A seating arrangement includes four chairs with cushioned backs, positioned for relaxation. The scene is punctuated by nearby trees, contributing to a serene atmosphere.
Home in Lewes
4.99 out of 5 average rating, 232 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* and no pets from June 14 to Labor Day.

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, 306 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. It is not good for tall people because 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.

Popular amenities for Lewes family-friendly rentals

When is the best time to visit Lewes?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$349 CAD$321 CAD$362 CAD$382 CAD$434 CAD$605 CAD$584 CAD$551 CAD$453 CAD$371 CAD$383 CAD$344 CAD
Avg. temp3 °C4 °C7 °C13 °C18 °C23 °C26 °C24 °C21 °C15 °C9 °C5 °C