
Holiday rentals in Rehoboth Bay
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Top-rated holiday rentals in Rehoboth Bay
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Tiny House at Good Earth, near Bethany Beach
A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Romantic Sunset Suite
5 min walk (0.3 miles) to the beach and ocean, or enjoy your own private bay front beach out your back door, and gorgeous, romantic sunsets. First floor unit boasts a totally private bedroom and bath, and separate entrance. Sleep well on new queen mattress. Park your car and leave it. Located at the quieter south end of Dewey, yet still within walking distance to restaurants, nightlife, water sports, marina. Take Trolley or Uber to nearby Rehoboth for shops, restaurants and boardwalk fun!

Treetops beach getaway walkable to beach/boardwalk
East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Comfy and Convenient 2 bedroom/2 bath condo
Bright & spacious 1st floor, 2 bedroom/2 bath condo (sleeps 6) in Eagles Landing is perfect for families, couples or friends. Recently renovated floors, appliances and countertops, new furniture. We are an easy 5-minute drive from the beach. The community has 3 pools. Our unit includes parking, a full kitchen, living room, dining room (seats 6), washer/dryer, dishwasher, wi-fi. Downtown restaurants, outlet shopping, & boardwalk are all within 2 miles. We provide necessities so you pack less!

Sandy Blessings 1A
Hip mid century reno on a 1955 beach cottage-studio has a fantastic patio in a private landscaped and fenced yard. This boasts a kitchenette w/ kuerig, toaster, and 2 burner electric hot plate for light eating in. We supply pots,pan ,dishes,water and wine glasses, kitchen linens and cleaning supplies. You will be about 1 1/2 miles from the beach in Rehoboth, 7 miles to Lewes Beach and Cape Henlopen State Park, approx 2 miles from Dewey Beach. The area is a foodie and brewery delight !!:):)

Private Tiny House in Downtown Reho w/Murphy Bed
Come experience tiny living! Enjoy every amenity and thoughtful detail in our updated, 200 square foot tiny home in a secluded location one block from Rehoboth Avenue and a 10 minute walk to the boardwalk and beach. Built in 1951 and renovated in 2020, this hidden gem is full of surprise and delight—perfect for a couple’s getaway, a girlfriends weekend, or a private spot to get some solitude or finish that novel. Full linen service included! Guests need to bring their own beach towels.

*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).

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.

Bethany Bay. Sleeps 4. AC, Pool, Ground Floor
Unit 6302 at Bethany Bay is a 2 BR, 2 Bath, ground floor unit with panoramic views of the waterways and Indian River Bay. Sleeps 4. Free parking. Fully equipped kitchen, AC, fireplace, community outdoor pool, jogging/hiking path, 9 hole golf course. NON-SMOKING UNIT. Enjoy dinner and drinks on the enclosed rear porch and take in the view. 5 miles to Bethany Beach, 12 miles to Ocean City, 17 miles to Rehoboth Beach. I will allow one dog and the pet fee is $200.

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!!

On the Bay, Private Beach-Boat Slip
Enjoy your own piece of paradise! Walk out the door 10 steps to the water! Modern condo located on the bay with great views, a patio, a grill, a private beach, boat slip, and 2 blocks to the ocean. Perfect for couples and small families! This is a well-appointed 500 sqft open concept condo with 1 bedroom, office & 1 bath. We take great pride in our condo and keep everything updated. Refresh and update Fall 2025 with new living room and bedroom furniture.

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 Memorial Day to Labor Day.
Popular amenities for Rehoboth Bay holiday rentals
Other great holiday rentals in Rehoboth Bay

Tiny Home WOW in Rehoboth Beach

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Private Pool! Charming 4bdrm, BayVista Beach House

Luxurious Fine Linens, Aveda Spa amenities/Hot Tub

“The Loft” Cozy Retreat in Rehoboth Beach

Golden Hour Getaway | Marina & Bay Views in Dewey
Destinations to explore
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- Waterfront rentals Rehoboth Bay
- Fitness-friendly rentals Rehoboth Bay
- Pet-friendly rentals Rehoboth Bay
- Rentals with a patio Rehoboth Bay
- Rentals with pools Rehoboth Bay
- Rentals with beach access Rehoboth Bay
- Beachfront rentals Rehoboth Bay
- Family-friendly rentals Rehoboth Bay
- Rentals with outdoor seating Rehoboth Bay
- Rentals with a washing machine and dryer Rehoboth Bay
- Rentals with a fireplace Rehoboth Bay
- Apartment rentals Rehoboth Bay
- House rentals Rehoboth Bay
- Ocean City Beach
- Ocean City Boardwalk
- Broadkill Beach
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Jolly Roger Amusement Park
- Bayside Resort Golf Club
- Northside Park
- Bear Trap Dunes
- Cape Henlopen State Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Killens Pond State Park
- Lewes Public Beach
- Gordons Pond State Park Area
- Mariner's Arcade
- Roland E Powell Convention Center
- Dover Motor Speedway
- Wildwoods Convention Center
- Trimper Rides of Ocean City
- Funland




