
Holiday rentals with a pool in Rehoboth Beach
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Top-rated rentals with a pool in Rehoboth Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Luxury Carriage House in Rehoboth Beach
Luxury carriage house with 4 bedrooms / 4 baths. Private fenced in backyard with wrought-iron fence and paver patio with iron dining furniture. Great kitchen with Dacor double ovens, built-in gas range in two-tier island, subzero wine refrigerator. First floor is open floor plan with kitchen, living area, TV/sitting area with two sliders leading to furnished screen porch. Floors are mainly stone & hardwood, except two bedrooms. Master - jacuzzi & dual showerhead stone shower. Enjoy firepit

Renovated Condo Near Outlets, 3.5 Miles to Beach
Enjoy your stay in this recently renovated and beautifully furnished two-bedroom, two-bathroom 3rd-floor condo conveniently located 3.5 miles from the Rehoboth Beach boardwalk, and 4.5 miles from Lewes Beach. The proximity to the beaches, stores, and restaurants make this condo a great spot to spend a fun-filled vacation at the beach. Our condo amenities include a community pool*( seasonal), free parking, free WiFi, smart TV, washer, and dryer. We supply all the sheets & towels for your stay.

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

Clean and Comfy, Longer Term Stay available, Quiet
This newly updated condo is perfect for your next beach vacation. A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool. Stylish, clean and comfortable, the unit has two bedrooms, one on either side of the kitchen, an ideal layout for privacy for two couples or a family. Each bedroom has it’s own full bathroom. The screened in porch has a view full of trees. Located right off of Route 1, 3.6 miles from downtown Rehoboth and the boardwalk.

Family Friendly Top Floor Condo Near Boardwalk
Located just 2 miles from the Rehoboth Beach boardwalk, yet nestled in a peaceful community. Condo offers a comfortable & well-equipped space Primary Bedroom: King w/ en-suite bathroom Second Bedroom: Queen w/ en-suite bathroom Living Area: Sofa & comfy chairs for relaxing For the Littles: Pack 'n Play, high chair, & many kid-friendly extras—see the last few photos for all the thoughtful touches! Whether you're here to explore Rehoboth’s charm or simply unwind, this is the perfect home base!

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

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. *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)

The Sandy Starfish - Rehoboth Beach
The Sandy Starfish – Steps from Rehoboth Beach Fun! Enjoy coastal living in this bright, top-floor 3BR/2BA condo in a resort-style community, just 1.2 miles from Rehoboth Beach and the boardwalk. Modern, airy, and family-friendly, it’s the perfect home base for your beach getaway. Walk, bike, or drive to the sand and soak up everything this charming beach town has to offer! Pool is open though the end of September!

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head
This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

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* from Memorial Day to Labor Day.

Beautiful Beach House in Rehoboth
Last minute cancellation so July 20 week open! Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Spacious pet friendly guest suite with Rehoboth parking permit provided. The suite is near outlets, beaches, dining, & Rehoboth boardwalk. Large community pool next door. Charming neighborhood that is a great base to explore all the nearby attractions! Rehoboth boardwalk & beach- 4 mi Outlets- 1 mi Lewes downtown- 4 mi Cape Henlopen State Park- 6 mi 1 dog is allowed with permission.
Popular amenities for Rehoboth Beach rentals with a pool
House rentals with a pool

Cozy updated cottage with private heated pool.

Gorgeous Bayfront, Pool, Hot Tub, Linens Included

Family & Pet-friendly Beach House with Pool

Dodd House Beach Home w/private pool and hot tub

Rehoboth Beach Retreat- 4BR, monthly available

Dog Friendly Fenced 3BR King Bed

Private pool in BayVista! 4bdrm family beach house

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Condo rentals with a pool

PENTHOUSE - 8TH Floor Boardwalk/Epic Views/Pool/

Oceanfront Family Oasis: Pool, Beach & Parking!

Salt Air Retreat - Rehoboth Beach

Luxury at the Beach.

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

Rehoboth Beach Canal Retreat

Mimi’s Place @ The Villages of 5 Points in Lewes

Condo Reho -1st fl/2 bed/2 bath, centrally located
Other holiday rentals with a pool

Spacious Family-Friendly Beach Home w/Hot Tub

Lakefront condo blocks from the beach

Spring Lake Escape-dog friendly, monthly available

Velo Condo-2 BR, 2 BA, Pool view

Direct Ocean View*Walk to Lake Gerar, Playground

Cozy Condo at Creekwood

5 bed 5.5 bath w/ heated pool, 5min walk to beach

Beach Time!
When is the best time to visit Rehoboth Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 NZD | $354 NZD | $336 NZD | $355 NZD | $483 NZD | $622 NZD | $767 NZD | $741 NZD | $519 NZD | $380 NZD | $359 NZD | $355 NZD |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
Quick stats about holiday rentals with a pool in Rehoboth Beach

Total holiday rentals
Explore 560 holiday rentals in Rehoboth Beach

Nightly prices starting at
Rehoboth Beach holiday rentals start at $18 NZD per night before taxes and fees

Verified guest reviews
Over 18,470 verified reviews to help you choose

Family-friendly holiday rentals
460 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
560 of Rehoboth Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Rehoboth Beach rentals

4.8 Average rating
Rehoboth Beach stays are highly rated by guests—averaging 4.8 out of 5!
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