House holiday rentals in Lewes

5 out of 5 average rating, 4 reviews

Henlopen Hideaway | Near Beach, Breweries, Trails

Welcome to Henlopen Hideaway! This Lewes getaway is perfect for families and friends looking to relax near the beach, breweries, restaurants, and trails. Enjoy 3 bedrooms, 2 bathrooms, a spacious living area, fully equipped kitchen, outdoor patio with fire pit & grill, plus beach gear for guest use. Bring your pup along and enjoy everything the Delaware beaches have to offer! Just minutes to downtown Lewes, Lewes Beach, and Cape Henlopen State Park. The perfect home base for your beach vacation!

A charming two-story home is featured, showcasing a white exterior with dark shutters. A welcoming front porch is adorned with rocking chairs, inviting relaxation. The landscaped yard enhances the property's curb appeal, while the clear blue sky adds to the overall inviting atmosphere.

4.98 out of 5 average rating, 117 reviews

Stunning Rustically Modern Downtown Lewes Home

Don’t settle for a hotel! This immaculate three bedroom home in historic downtown Lewes is an ideal blend of classic and modern design. Leave your car in your private space with shops, restaurants, beaches, and the state park a short walk or bike ride away. Enjoy a gourmet kitchen, great room, dining area, & living room space. Lounge in your master bedroom with en-suite bath.The second bedroom (great for families) has double sized bunk beds. The third bedroom has a queen bed and en-suite bath.

A blue multi-story beach house features a wraparound porch, large windows, and a screened upper porch. Lush green trees and shrubs surround the front, providing a sense of privacy. The inviting architecture reflects a coastal aesthetic, suitable for family gatherings.

4.93 out of 5 average rating, 157 reviews

Lewes Delaware Beach House

4 BR/2 BA beach house in Lewes DE. Fully furnished and equipped. Sleeps EIGHT MAX. INCLUDING KIDS. THIS IS NOT A PARTY HOUSE. No MAGAs. No WEDDINGS. Available for rent Off-Season (Sept 15 to May 15): weekly, weekend, or mini weeks, two-night minimum. Great location: 1 short block to Lewes Beach on Delaware Bay, 3 blocks to downtown Lewes shops/restaurants/harbor, 1/2 mile to Cape May NJ ferry, 1 mile to Cape Henlopen State Park. 2 hours 15 mins from Baltimore, Washington DC and Philadelphia.

An open kitchen features warm wooden cabinetry, stainless steel appliances, and a spacious granite countertop. Natural light fills the area through windows, illuminating a cozy living space in the background, which includes a comfortable seating arrangement and decorative light fixtures.

5 out of 5 average rating, 14 reviews

Coastal Hideaway at Five Points

Escape to the coast in this spacious loft located in the sought-after Villages of Five Points. This home offers the perfect blend of comfort and convenience. Enjoy on-site amenities including restaurants, shopping, swimming pools, and tennis courts—all just steps from your door. If you feel like venturing out, downtown historic Lewes is less than five minutes away, and you’re only moments from the Route 1 corridor, giving you easy access to beaches, dining, and all that the area has to offer.

A charming two-story house features a red exterior with white trim and a welcoming front porch. A manicured lawn surrounds the property, complemented by neatly landscaped flower beds and green foliage. The driveway leads to a garage on the right side, providing ample parking space.

4.98 out of 5 average rating, 100 reviews

Covered Bridge Cottage East of Rt. 1, Bed Linens!

LUXURIOUS NEWER HOME W/GOURMET KITCHEN, FIREPLACE. BRIGHT AND OPEN! Tons of natural light! House is adjacent to Sussex County's only covered bridge. You’ll be minutes from the beaches and close to everything you love about beach life. Lewes Beach is located on the bay and perfect for the little ones with very small waves. Cape Henlopen State Park is on the ocean with larger waves. Both beaches feature restrooms and a snack stand. Home is located about 20 mins. south of DE Turf complex!

An updated kitchen and dining area are visible, featuring a wooden table surrounded by four chairs. A decorative vase sits at the center of the table. Bright natural light enters through a sliding door, illuminating the kitchen equipped with white cabinetry and essential appliances.

4.87 out of 5 average rating, 46 reviews

The Beach Plum A Retreat | Yard Near Lewes Trail

Welcome to 125A Beach Plum located in the City of Lewes. Recently remodeled home with fenced back yard, patio, deck, outdoor shower, & everything else your family needs for vacation. Only 1.8 miles away to Lewes Beach, 4.8 miles to Cape Henlopen State Park, & 8 miles to Rehoboth Beach. Walk to restaurants & shops nearby or take a walk/bike ride on the Lewes/Georgetown or Junction & Breakwater trail to Rehoboth, Lewes or the beach! *Can be rented with 125C next door - Each home sleeps 6

An open concept living space is depicted, featuring a spacious kitchen with modern appliances and a large dining table with seating for eight. Light floods in through multiple windows, illuminating the wood flooring and an area rug beneath the table. A cozy sectional sofa is visible in the background.

5 out of 5 average rating, 36 reviews

New Modern Beach Home, Close to Beaches

This home is perfect for everyone, centrally located in a beautiful beach town with local shops, outlets, family-friendly restaurants, activities, and access to multiple beaches all with in a 10 mile radius. Enjoy a vibrant nightlife or relax at home with board games, ping pong, cornhole, & an outdoor gas fire pit. Third floor balcony seats 10 & offers stargazing & sunset views. Enjoy our heated community pool or take our bikes for a spin on 17-mile bike trail located steps from our door.

The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.

5 out of 5 average rating, 56 reviews

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

5 out of 5 average rating, 7 reviews

The Little Blue Cottage

Welcome to “the cutest cottage “ in historic Lewes. This 200 year old home is perfectly located to enjoy downtown Lewes. Park your car and walk to all of the best dining, shops and sites. Ride the provided bikes to the beaches, trails and state parks in minutes. Take in an outdoor concert at Canal Front Park, enjoy a cocktail at The Sussex Tavern all within blocks of the cottage or relax and steep yourself in this historic home’s charm in the private yard and gardens.

A spacious kitchen is highlighted by an 11 ft island with four round bar stools. Pendant lighting above creates a warm ambiance. Modern appliances and a stylish backsplash are featured, enhancing the functionality of the space. Neutral tones and open shelving provide a clean, inviting atmosphere.

4.94 out of 5 average rating, 170 reviews

Hot tub, Pool, Shop & Dine, Sleeps 8

A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.

A thoughtfully decorated living area features a light-colored sofa adorned with several decorative pillows. A coffee table sits on a neutral rug with seashell patterns, while a side table holds a lamp. Natural light enters through a window with sheer curtains, enhancing the beachy vibe.

4.96 out of 5 average rating, 136 reviews

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach

Relax in our stylish 2 BR / 1 BA Rehoboth Beach getaway! This top-floor unit of our duplex home is bright, comfortable, and perfectly located—just 3.7 mi to the beach, moments to outlet shopping and dining. Sip coffee on the sunny deck with lounge seating, then unwind in the hot tub after a beach day. Enjoy a fully stocked kitchen, fast WiFi, on-site laundry, EV charger, free parking, and tasteful décor designed for the perfect coastal escape.

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.

4.99 out of 5 average rating, 230 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.

Popular amenities for house rentals in Lewes

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living and dining area features light wood flooring and a high ceiling accentuated by a ceiling fan. Comfortable sofas are arranged atop a natural jute rug. A dining table with white chairs and a kitchen with dark cabinetry are visible, creating a cozy yet spacious atmosphere.

5 out of 5 average rating, 15 reviews

The Red Chalet

A spacious dining area features a long wooden table surrounded by green and gray chairs. Large glass sliding doors offer expansive views of the surrounding wetlands, inviting natural light into the room. A modern chandelier hangs above the table, enhancing the dining experience.

4.96 out of 5 average rating, 73 reviews

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

A modern coastal-style home is pictured, featuring a spacious two-story structure with a covered front porch. Lush green landscaping surrounds the property, and a light-colored facade complements the clear blue sky. Driveway access is visible beneath the elevated home.

5 out of 5 average rating, 61 reviews

Cape Shores Luxury - NEW Pool, Beach, Pier, Park!

A round wooden dining table surrounded by eight woven chairs is positioned in a well-lit dining area. Soft natural light enters through large windows adorned with white blinds. A coastal-themed wall art piece enhances the serene ambiance, and a smaller table can be seen in the background.

5 out of 5 average rating, 222 reviews

Beautiful Beach House in Rehoboth

An aerial view displays a spacious mini-villa surrounded by lush greenery. The property features a large white fence enclosing a private pool and pavilion area. A manicured lawn complements the home, which has a well-defined driveway leading to its entrance.

5 out of 5 average rating, 6 reviews

Designer Lewes Beach Retreat w/ Private Pool

A cozy living area features a stone fireplace as a focal point. Comfortable leather seating surrounds a coffee table, with a TV visible nearby. Natural light is allowed through multiple windows, and a dining area is positioned in the foreground with elegant lighting.

4.91 out of 5 average rating, 132 reviews

4BD 4BA Carriage Home-Fenced Yard | Rehoboth Beach

Superhost

5 out of 5 average rating, 5 reviews

Pet Friendly, Sleeps 10, 2 Community Pools, 4

A private hot tub is set on a paved patio beneath a shaded gazebo. Wooden decking surrounds the area, enhancing the serene outdoor setting. Lush greenery provides privacy, while outdoor lighting can be seen strung above, creating a welcoming space for relaxation.

4.96 out of 5 average rating, 95 reviews

Perfect Rehoboth Beach Getaway with Hot Tub

Weekly house rentals

A stylish two-story home in light pink features large windows and a welcoming entrance. Neatly landscaped grass and small shrubs frame the front, while a concrete pathway leads to the door. The exterior is complemented by a clear blue sky.

5 out of 5 average rating, 19 reviews

The Pink House in Lewes

A sunset illuminates the beach, casting warm orange and pink hues across the sky. Gentle waves lap against the shore, while the silhouette of distant trees outlines the landscape. Soft sand stretches along the coastline, creating a serene and calm atmosphere.

5 out of 5 average rating, 42 reviews

Great location - 1 min to the beach !

5 out of 5 average rating, 70 reviews

Coastal Farm Cottage

An aerial view of a coastal home surrounded by greenery and neighboring houses. The property features a spacious lawn and a paved driveway leading to a welcoming entrance. The ocean is visible in the background, enhancing the sense of proximity to the beach.

4.99 out of 5 average rating, 69 reviews

Stroll to the Shore: 3BR Vacation Retreat

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.

5 out of 5 average rating, 71 reviews

Laid-back in Lewes

4.99 out of 5 average rating, 83 reviews

The Boho Bungalow Fenced Yard-Pet Friendly/No Fee!

4.94 out of 5 average rating, 17 reviews

Roosevelt’s Retreat in charming downtown Lewes

A welcoming front porch features a white swing, inviting relaxation. Light blue door contrasts with gray siding, and two stylish outdoor lights flank the entrance. Shuttered windows provide natural light and charm, while the composite decking offers a clean and simple aesthetic.

5 out of 5 average rating, 15 reviews

In-Town Retreat, Fully Renovated

Private house rentals

The living room features a high ceiling and light-colored walls, creating an open atmosphere. A large flat-screen TV is mounted on the wall opposite a comfortable dark leather couch. Natural light fills the space through large windows, alongside a stylish coffee table and accent chair.

4.91 out of 5 average rating, 93 reviews

Baby friendly, walk to pool and bakery town home

5 out of 5 average rating, 5 reviews

Sunny Lewes Retreat w Deck, Views & Fast WiFi!

A recently renovated house features a spacious wrap-around porch with white rocking chairs and potted plants. An American flag is displayed, adding to the welcoming exterior. The two-story structure showcases a grey shingle roof and clean, modern siding, with large windows inviting natural light.

4.97 out of 5 average rating, 37 reviews

*Newly Renovated Historic House*

4.95 out of 5 average rating, 97 reviews

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

Beachfront Home with Unobstructed Water Views

Superhost

4.76 out of 5 average rating, 231 reviews

Charming Cottage Near Beach and Fenced Yard

The historic property showcases a spacious exterior with a combination of shingle and clapboard siding. Two porches are highlighted, offering shaded seating areas. A neatly maintained lawn and brick pathway contribute to the welcoming atmosphere, with green shutters enhancing the property's charm.

5 out of 5 average rating, 19 reviews

Book in May and get 20% off! Applied after booking

4.93 out of 5 average rating, 57 reviews

House• Private Yard • Family Friendly•Near Beaches

The townhouse exterior features a light blue door framed by symmetrical windows, set against a backdrop of a clear blue sky. Landscaping includes neatly trimmed bushes and a tree, with parking spaces visible in front.