Holiday rentals in Rehoboth Bay

Unique Creative Private Cottage Gated Acreage

Recharge in this one-of-a-kind cottage set back 600 feet from the road on private gated acreage—peaceful, totally secure, and stylishly unique. Great location! Private 800 sq ft cottage, doorstep parking Smart TVs / Netflix no ads Kitchenette with stovetop, microwave Added food station New HVAC & water heater Large walk-in shower Banks of sunlit windows 10' ceilings Restful retreat Privacy fenced covered porch patio with Curved wood hammock & sail sunshade Betsy arranges special celebrations!!

Storybook Cottage in DT Reho, Walk to Everything

Welcome to Juniper Berry Cottage, a dreamy retreat in the heart of Rehoboth’s coveted Pines neighborhood. One block from Rehoboth Ave and an easy stroll to the beach, shops, and top restaurants, this stylish escape is designed for comfort at every level. Two plush bedrooms plus a magical loft with 3 twin beds, a chic open living space, a well-stocked kitchen, and a speakeasy-style indoor/outdoor lounge. Linens & beach towels included. NOTE: June - August, Sunday to Sunday weekly rentals only.

*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).

Tiny Cottage at Good Earth, near Bethany Beach

Welcome to the "Tiny Thyme Cottage" at Good Earth. The cottage is super cozy, perfect for a couple, with 1 queen bed, a kitchen & bathroom, and a small living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, and 2 cottages on the property. Staying at Good Earth is more than just a beach trip!

Lewes Carriage House-Hamptons Style Pool & 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.

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.

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas

Come stay at our stunning 4 bedroom, 3 full bathroom, ocean block condo with direct ocean views. This rental has every convenience for the perfect vacation. Located on the same block as the beach, you can have your feet in the warm sand within minutes. Newly renovated, this rental features modern amenities, including a fully upgraded kitchen and bathrooms, a gas fireplace, smart TVs throughout and an amazing, oversized screened-in porch with Ocean views.

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.

Ocean View from Balcony and Steps to Private Beach

Welcome to your perfect coastal getaway! This spacious 5-bedroom home is thoughtfully spread across three levels, offering comfort and privacy for families or groups. Enjoy the convenience of on-site parking and an unbeatable location in North Indian Beach just steps from Dewey Beach, known for its lively bars and restaurants, while the fine dining, shopping, and charm of Rehoboth Beach are just 1.5 miles away.

Coastal Retreat in Peaceful Waterfront Community!

Welcome to your perfect coastal escape—where modern comfort meets peaceful waterfront community living! This beautifully renovated home (completed in 2026) offers a fresh, stylish retreat designed with relaxation in mind. Set in a cul-de-sac of a local neighborhood, this home is ideal for guests looking to unwind away from the crowds while still enjoying the beauty of the water.

The Coastal Getaway on Wil King

Enjoy a peaceful getaway at this newly updated 3-bedroom, 2.5-bath coastal retreat! Features an open-concept living space, 3 spacious bedrooms, and a large yard—perfect for the whole family! Just a short drive to restaurants, shops, and entertainment along Route 1, including downtown Lewes and Rehoboth Beach. Ideal for a relaxing stay with plenty of room for everyone!