Family-friendly holiday rentals in Lewes

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Top-rated family-friendly rentals in Lewes

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

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Top guest favourite
Guest house in Lewes
4.95 out of 5 average rating, 116 reviews

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

Lovely 1 bed/1 bath detached upstairs guest apartment. The space provides privacy & convenience to Lewes activities with serene garden 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: walk or bike to Old World Bread Bakery, Beach Time Distilling & Lewes Brewing Company!

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, 313 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
Flat in Lewes
4.84 out of 5 average rating, 277 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
A spacious living area features a large L-shaped mahogany leather couch and a brown suede love seat adorned with decorative pillows. An ottoman complements the seating arrangement. A 65" HD flat screen TV is visible, alongside two windows allowing natural light to brighten the room.
Flat in Dewey Beach
4.93 out of 5 average rating, 274 reviews

Dewey Beach 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!

Top guest favourite
A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.
Apartment in Lewes
4.99 out of 5 average rating, 156 reviews

Mimi’s Place @ The Villages of 5 Points in Lewes

Enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 15+ restaurants, 5 you can walk to (2 blocks away), nail salon, a hair salon, grocery store and a CVS (4 blocks). We need pictures of everyone’s license and the person booking must be at least 25 years of age. There is 4 beach chairs and a large umbrella & 2 chair umbrellas.

Top guest favourite
A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.
Apartment in Lewes
4.98 out of 5 average rating, 113 reviews

First Floor Comfort and Convenience

This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

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, 285 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
Apartment in Lewes
4.85 out of 5 average rating, 196 reviews

Spacious Condo•Pond Views•Centrally located

You will love this bright open condo, with a vaulted ceiling in the family room.There are gleaming wood floors throughout the main living areas. The large wrap around 3 season room has a large sitting area along with a table for dining with beautiful pond views. The master suite features a large walk in closet and master bath with the guest bedrooms & bathroom on the opposite side. Plantations is a beautiful community with green space, ponds, mature landscaping and walking paths.

Guest favourite
An open living space features a comfortable gray sectional sofa and a light coffee table, creating a cozy seating area. A dining table set for six is visible near large windows, while modern kitchen appliances are seen in the background, contributing to a bright atmosphere.
Flat in Lewes
4.91 out of 5 average rating, 159 reviews

Bright 2BR, steps from the beach & downtown Lewes!

Relax and escape to this beautiful space, mere steps to the beach! This open, bright two-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.

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, 625 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.

Top guest favourite
A light-filled living area features a comfortable gray sofa and two modern chairs. A coffee table sits in the center, and a large TV is mounted on the wall, providing entertainment options. A painting of a serene beach scene is displayed above the sofa.
Apartment in Lewes
4.96 out of 5 average rating, 337 reviews

Beach Camp Lewes: Bikes, Beach Chairs & Coffee

Start your morning at Beach Camp with a fresh brew from our coffee bar before taking a walk to see a beach sunrise. After a day of exploring the pristine trails and wildlife of Cape Henlopen on our complimentary cruiser bikes, skip the "camp cooking" and walk 2 minutes into town for a five-star meal. We’ve provided the bikes and the beach chairs—all you need to bring is your sense of adventure.

Top guest favourite
A single-story home is set amidst a grassy lawn, featuring a light exterior and a welcoming front porch. A large tree provides shade in the foreground, while a paved driveway leads to the garage. The surrounding area is landscaped with a mix of greenery.
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 158 reviews

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.

Popular amenities for Lewes family-friendly rentals

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

  • Total holiday rentals

    Explore 140 holiday rentals in Lewes

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 6,140 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Lewes holiday 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!

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