Places to stay near Nassau Valley Vineyards & Winery

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Top-rated vacation rentals near Nassau Valley Vineyards & Winery

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Top guest favorite

Guesthouse in Lewes

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

4.95 out of 5 average rating, 138 reviews

Top guest favorite

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.

Condo in Lewes

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 & 12 restaurants, 4 you can walk to, nail & a hair salon, grocery store and a CVS (3 blocks). We need pictures of everyone’s license per our condo association & the person booking must be at least 25 years of age. There are 4 beach chairs and a large umbrella & 2 chair umbrellas.

4.99 out of 5 average rating, 177 reviews

Top guest favorite

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.

Home in Lewes

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!

4.98 out of 5 average rating, 107 reviews

Top guest favorite

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.

Home in Rehoboth Beach

Perfect Rehoboth Beach Getaway with Hot Tub

Discover the epitome of coastal comfort in newly remodeled home. Dive into luxury with a private hot tub, where the bubbling warmth provides the perfect escape. Unwind in the chic interiors, adorned with modern furnishings. Stay connected with complimentary Wi-Fi as you plan your outings to the nearby beaches, bustling boardwalk, and local attractions. Steps away from tax free outlet shopping. With convenience at every turn, this home ensures a perfect blend of tranquility and accessibility.

4.94 out of 5 average rating, 106 reviews

Guest favorite

A living area is presented with a light-colored sofa and matching armchair, accompanied by a wooden coffee table. A dining table with several chairs is visible in the background. Natural light enters through multiple windows, highlighting the wooden ceiling.

Apartment in Lewes

The Establishment - At The Old Cedar Farmhouse

1st floor of completely renovated turn of the century farmhouse on over 1/2 an acre of peacefulness located right off of route 1 and across the street from the DART Bus Station where you can hop on the bus to Lewes, Rehoboth, and Dewey Beach every 30 minutes. Centrally located to drive to all coastal Delaware beaches, restaurants, and shopping. **Sound deafening insulation in the ceiling; however, you may hear some noise from upstairs guests. Please be aware of this prior to booking.**

4.93 out of 5 average rating, 198 reviews

Top guest favorite

Condo in Lewes

Modern & Cozy Retreat | Pool | Close to Beaches

Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

4.95 out of 5 average rating, 322 reviews

Top guest favorite

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

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.

4.94 out of 5 average rating, 235 reviews

Top guest favorite

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

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.

4.97 out of 5 average rating, 669 reviews

Guest favorite

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

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!

4.94 out of 5 average rating, 103 reviews

Top guest favorite

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.

Condo in Lewes

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.

4.95 out of 5 average rating, 159 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 235 reviews

Guest favorite

An inviting entrance features a bright white door adorned with a decorative wreath. Lush white hydrangea flowers bloom vibrantly in the foreground, complementing the blue exterior of the cottage.

Cottage in Lewes

BnB’s Dog-Friendly Garden Cottage

YOU MADE IT! Look no further. This comfy cozy little cottage is located along the outskirts of our quaint and busy town. Whether you are looking to jump into the happenings of multiple thriving beach towns (beaches, bike trails, outlets, restaurants, bars, breweries, etc.) or are seeking some peace & quiet, this cottage is for you! We are so excited to share our little piece of Lewes with visitors from near & far!

4.86 out of 5 average rating, 224 reviews