A canal with a blue fence, a bridge, and buildings in the background.

Holiday Homes in Delaware

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Top Cities in Delaware

A boardwalk with shops, a clock, and a beach.
Holiday HomesHoliday Homes

Bethany Beach

Bethany Beach
A wooden building with a sign for 'King's Homemade Ice Cream' and a Citizens Bank sign.
Holiday HomesHoliday Homes

Lewes

Lewes

Our top choices for Delaware holiday homes

A modern kitchen with white cabinets, a central island, and a dining area with wicker chairs.

1. Beautiful Bishop’s Landing just 4 miles from Bethany Beach 🏖️ PETS WELCOME

Beautiful Bishop’s Landing just 4 miles from Bethany Beach 🏖️ PETS WELCOME
Ocean View
10.0 out of 10, Exceptional, (10 reviews)
Beautiful Bishop’s Landing just 4 miles from Bethany Beach 🏖️ PETS WELCOME
A house surrounded by lush greenery and vibrant flowers.

2. Cozy cottage on the Miller farm.

Cozy cottage on the Miller farm.
Milford
10.0 out of 10, Exceptional, (261 reviews)
"Would definitely stay again! The house was beautiful!!"
United States
Natalya
Cozy cottage on the Miller farm.
A waterfront resort with multiple dining areas, a dock, and boats.

3. Beach comfort-lovely home, beach, pools, pet friendly!

Beach comfort-lovely home, beach, pools, pet friendly!
Long Neck
10.0 out of 10, Exceptional, (65 reviews)
"Very clean, neat Exactly as advertised"
United States
Corlia
Beach comfort-lovely home, beach, pools, pet friendly!

4. 38183 Beachwood Ct. #54- Escape to the beach! This charming, well-maintained townhouse is located less than 3 miles from Bethany Beach.

38183 Beachwood Ct. #54- Escape to the beach! This charming, well-maintained townhouse is located less than 3 miles from Bethany Beach.
Frankford
9.8 out of 10, Exceptional, (6 reviews)
38183 Beachwood Ct. #54- Escape to the beach! This charming, well-maintained townhouse is located less than 3 miles from Bethany Beach.
A balcony with a round table and chairs, overlooking a parking area with several cars and buildings in the background.

5. Ocean Block Single Family Home - Open floor plan & pet friendly!

Ocean Block Single Family Home - Open floor plan & pet friendly!
Dewey Beach
9.8 out of 10, Exceptional, (216 reviews)
"Great location easy check in and check out would stay again!"
United States
Luke K.
Ocean Block Single Family Home - Open floor plan & pet friendly!

6. Bright Family Beach Retreat minutes from Bethany Beach

Bright Family Beach Retreat minutes from Bethany Beach
Ocean View
10.0 out of 10, Exceptional, (7 reviews)
Bright Family Beach Retreat minutes from Bethany Beach
A hot tub with a sunset view, a bottle of champagne, and glasses on a deck.

7. Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!

Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!
Slaughter Beach
10.0 out of 10, Exceptional, (40 reviews)
"Great property, having an elevator was helpful with having 4 generations on vacation! Kitchen is equipped with everything you need!Owner is super responsive , check in was easy. Everything you need for a great family vacation."
United States
Karen W.
Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape!
A swimming pool with a blue light, a white outdoor sofa, and a table tennis table.

8. NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!

NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!
Lewes
10.0 out of 10, Exceptional, (4 reviews)
"This property is absolutely stunning. Everything looked just like the photos and the house was very clean upon arrival. Mike was an excellent host and very easy to communicate with. Already looking for an excuse to come back!"
United States
Poneh G.
NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!
A spacious living room with a television, seating area, and a balcony with a view.

9. Steps to Bethany Beach, Kayak Bay access, crabbing, pool, and beautiful views

Steps to Bethany Beach, Kayak Bay access, crabbing, pool, and beautiful views
North Bethany Beach
9.8 out of 10, Exceptional, (103 reviews)
"Beautiful place in a great location! "
United States
Tracie T.
Steps to Bethany Beach, Kayak Bay access, crabbing, pool, and beautiful views
A wooden cabin with a covered deck, a garage, and a well-maintained lawn.

10. Rehoboth Beach - 2075 Ramblewood Dr

Rehoboth Beach - 2075 Ramblewood Dr
Midway
Rehoboth Beach - 2075 Ramblewood Dr
A residential area with modern houses, a waterfront, and a bridge.

11. Bay access, boat slip, pool, sleeps 12, pet friendly and near the beach.

Bay access, boat slip, pool, sleeps 12, pet friendly and near the beach.
Ocean View
9.8 out of 10, Exceptional, (61 reviews)
"Wonderful stay for our two families. Thank you, Art! Great location and pretty views of the bay. "
United States
Jen H.
Bay access, boat slip, pool, sleeps 12, pet friendly and near the beach.
A residential area with houses surrounded by trees and a body of water in the background.

12. Beautiful Pet Friendly Rental with Fenced Back Yard Just over 1 block to the beach!

Beautiful Pet Friendly Rental with Fenced Back Yard Just over 1 block to the beach!
South Rehoboth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was as described and pictured. We enjoyed the short walk to the beach and both the front and back porches in particular."
United States
Anonymous traveller
Beautiful Pet Friendly Rental with Fenced Back Yard Just over 1 block to the beach!
A sandy beach path leading to the ocean with a lighthouse in the distance.

13. Pet Friendly Water Front Cottage Sleeping 8 with Kayaks and More Free Activities

Pet Friendly Water Front Cottage Sleeping 8 with Kayaks and More Free Activities
Ocean View
10.0 out of 10, Exceptional, (3 reviews)
"The home and location were great. Close to everything. We really enjoyed being able to bring our dog with us on vacation. Would stay here again."
United States
Whitney S.
Pet Friendly Water Front Cottage Sleeping 8 with Kayaks and More Free Activities
A modern living room with a sectional sofa, a ceiling fan, and a view of the ocean.

14. Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Charming 2-bedroom townhome with sweeping bay views in Dewey Beach
Ann Acres
9.6 out of 10, Exceptional, (5 reviews)
"This is a lovely unit with gorgeous views, great beds, and everything you need for a relaxing get away. "
United States
Patti H.
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach
A sunlit room with a ceiling fan, large windows, and striped blue sofas with nautical-themed pillows.

15. BOOK FOR 2027 & FALL & WINTER 2026! ROOFTOP POOL & HOT TUB OPEN ALL YEAR!

BOOK FOR 2027 & FALL & WINTER 2026! ROOFTOP POOL & HOT TUB OPEN ALL YEAR!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (127 reviews)
"Gary and Debbie were the perfect hosts! Cannot recommend this rental enough. Great for enjoying Dewey with a large group!"
United States
Arthur C.
BOOK FOR 2027 & FALL & WINTER 2026! ROOFTOP POOL & HOT TUB OPEN ALL YEAR!
A spacious living area with a sofa, coffee table, and a dining area with chairs and a small table.

16. RENOVATED COTTAGE IN POOL/TENNIS CMMTY-22 Windmill Ln Ocean View, DE

RENOVATED COTTAGE IN POOL/TENNIS CMMTY-22 Windmill Ln Ocean View, DE
Ocean View
6.0 out of 10, (1 review)
"House was nice and clean, but never recieved any check in instructions then had to do a 30 minute round trip into town to get the keys. Then on day of check out had to go 15 minutes in opposite direction to return keys. The house could use more basic amenities included, such as hair dryer. Beach shower that was listed didnt work. Other than those things though we did enjoy everything else about this home!"
United States
Austin R.
RENOVATED COTTAGE IN POOL/TENNIS CMMTY-22 Windmill Ln Ocean View, DE
A dining table with chairs and a view of a sunset through large windows.

17. Primehaven- A wonderful retreat in this unique bayside village!

Primehaven- A wonderful retreat in this unique bayside village!
Milford
10.0 out of 10, Exceptional, (70 reviews)
"The location was beautiful"
United States
stephanie b.
Primehaven- A wonderful retreat in this unique bayside village!

18. Bear Trap Dunes * 4BR Luxury Resort home

Bear Trap Dunes * 4BR Luxury Resort home
Ocean View
9.2 out of 10, Wonderful, (95 reviews)
"Pet friendly was great "
United States
Regina W.
Bear Trap Dunes * 4BR Luxury Resort home
A waterfront property with two houses, a dock, and a bench.

19. Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts
Lewes
9.8 out of 10, Exceptional, (114 reviews)
"The house was very clean and the breeze from the bay was delightful! It is near many attractions like Cape Henlopen and Prime Hook! It was a lovely stay! "
United States
Dawn W.
Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts
A modern kitchen with white cabinetry and a central island, a living area with a sofa and a TV, and a balcony with a view.

20. BRAND NEW IN DEWEY BEACH- 6 BR, 6 BA -SLEEPS 13 - 104 BUENA ST.

BRAND NEW IN DEWEY BEACH- 6 BR, 6 BA -SLEEPS 13 - 104 BUENA ST.
Dewey Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place and a great host!!!"
United States
Isaac M.
BRAND NEW IN DEWEY BEACH- 6 BR, 6 BA -SLEEPS 13 - 104 BUENA ST.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Delaware Hotel Reviews

Comfort Inn Rehoboth Beach

Comfort Inn Rehoboth Beach

10/10 Excellent
"I like the fact that breakfast was offered. It was great. Fresh eggs and make your own waffles. I will definitely make sure I stay at Comfort Inns from now on."
Sharon 2-night trip
Posted less than an hour ago
Comfort Inn Rehoboth Beach

Find out more about Delaware

Delaware Holiday Homes information

Number of reviews
1,063
Accommodation
3207 Holiday Homes
Lowest Price
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