
Places to stay near Nassau Valley Vineyards & Winery
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Nassau Valley Vineyards & Winery
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Tiny Living: The Blue Bird Tree House 1BR/Den
Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs. Must be 21.

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.

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. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *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)

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!

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.

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.

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.

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.

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.

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.

The Loft 2B/2BA minutes to Rehoboth & Lewes Beach
Escape to a stylish coastal 2 bedroom 2 bath condo designed for relaxing beach vacations, family trips, and weekend getaways. Conveniently located just minutes from Rehoboth Beach and Lewes, The Loft offers the perfect combination of comfort, convenience, and coastal charm. Whether you're planning a family beach trip, a couples retreat, shopping weekend, or exploring Delaware’s beautiful coastline, you'll have everything you need for a memorable stay.
Popular amenities for holiday rentals near Nassau Valley Vineyards & Winery
Other top sights near Nassau Valley Vineyards & Winery
Condo rentals with Wi-Fi

Villa Del Sol, Beautiful stay near beaches/outlets

1st Floor 2BR/2BA | Pool | Quiet & Convenient

Elegant Condo with a Spacious Porch

Renovated Condo Near Outlets, 3.5 Miles to Beach

2b 2b condo! 2 master bedrooms! rehoboth beach

A Mid-Century Summer Night's Dream!

Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles

Beach condo w/pool! All linens & beach supplies
Family-friendly house rentals

Baby friendly, walk to pool and bakery town home

Large Condo at Sandbar Village

Lewes Crest Retreat | Bike Trail Access & Pool

A Wave from it All - Beach, Bike Trail & Shopping

Laid-back in Lewes

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.

Willow Oak Waterview Cottage
Apartment rentals with air conditioning

Beachfront 1BR (1st floor) *FREE Kayaks, Bikes*

Beachin' Inn Milton

3rd/2nd Roof Top Deck & Condo

Sandy Blessings

Modern 1BR steps from the beach & downtown Lewes!

Between Beaches

Timmy's Treeside Studio Pets Welcome Peeps #420

The Mermaid's Cove | Private Studio Guest House
Other great holiday rentals near Nassau Valley Vineyards & Winery

Pool, dog friendly, private deck, fenced yard

Coastal Farm Cottage

Luxe Lewes Townhouse: Pool, Roof Deck & Bike Trail

Charming Two Bedroom Condo on Bike Trail

Shore Fun Condo in Lewes with pool, close to beach

Coastal retreat •beaches, trails & historic Lewes•

Serene Cozy Couples Getaway

Coastal Retreat in Peaceful Waterfront Community!
Destinations to explore
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Ocean City Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Bethany Beach Boardwalk
- Northside Park
- Dover Motor Speedway
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade





