A coastal landscape with a sandy beach, a lighthouse, and a calm sea.

Milton Holiday Rentals

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Our top choices for Milton holiday rentals

1. Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Milton
9.8 out of 10, Exceptional, (38 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is NZ$802
includes taxes & fees
21 Oct - 22 Oct
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

2. Sandcastle ON the surf- Breathtaking Views, gear, SUP, kayak, bikes, Peleton

Sandcastle ON the surf- Breathtaking Views, gear, SUP, kayak, bikes, Peleton
Milton
9.8 out of 10, Exceptional, (105 reviews)
"Clean house. Great views. Great location. Plenty of space for everyone"
United States
deborah b.
The price is NZ$2,589
includes taxes & fees
26 Sept - 27 Sept
Sandcastle ON the surf- Breathtaking Views, gear, SUP, kayak, bikes, Peleton

3. The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.8 out of 10, Exceptional, (6 reviews)
"Host was very helpful and has great communication. Beautiful place to stay!"
United States
veronica d.
The price is NZ$535
includes taxes & fees
7 Oct - 8 Oct
The Little house W/ Pool & Spa

4. EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (62 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
The price is NZ$367
includes taxes & fees
16 Oct - 17 Oct
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

5. Cozy Townhouse for perfect beach getaway

Cozy Townhouse for perfect beach getaway
Lewes
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful townhouse and one of the cleanest places I've ever stayed at. The glade plug ins were a little strong, but my only regret was not booking more nights!"
United States
Shannon M.
The price is NZ$442
includes taxes & fees
1 Oct - 2 Oct
Cozy Townhouse for perfect beach getaway

6. Pool • Private Wooded Deck • Mins. to Lewes Beach

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
9.2 out of 10, Wonderful, (7 reviews)
"This is NOT a three bedroom property!!!!!! There are two (2) bedrooms upstairs and a small sleeper-loveseat (that was broken) located on the first floor, in the back room which leads to the rear deck. The host refused to contact me via cell phone, when I discovered this problem upon my arrival. His emails were rude and his attitude was poor overall."
United States
Anthony
The price is NZ$617
includes taxes & fees
1 Oct - 2 Oct
Pool • Private Wooded Deck • Mins. to Lewes Beach

7. New 3‑BR Ranch by DE Turf & Beaches

New 3‑BR Ranch by DE Turf & Beaches
Lincoln
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful accommodations that are very comfortable. We would stay there again."
United States
Beth S.
The price is NZ$527
includes taxes & fees
28 Sept - 29 Sept
New 3‑BR Ranch by DE Turf & Beaches

8. Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (26 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
Lewes Beach town Condo on 1st Floor!

9. 1st Floor Beach-town Condo. We are Pet Friendly!

1st Floor Beach-town Condo. We are Pet Friendly!
Villages of Five Points
9.8 out of 10, Exceptional, (45 reviews)
"Fantastic stay!!!! Very safe, extremely pet friendly for our senior dog - 1000% recommend "
United States
Mandy M.
The price is NZ$598
includes taxes & fees
20 Oct - 21 Oct
1st Floor Beach-town Condo. We are Pet Friendly!

10. Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA
Midway
9.0 out of 10, Wonderful, (6 reviews)
"Nice and cozy home, great location to Rehoboth Beach and had everything we needed!"
United States
Brian F.
Tranquil Beach Retreat: Renovated 2nd Floor Apt Rehoboth Beach DE USA

11. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
9.8 out of 10, Exceptional, (27 reviews)
"Very pet friendly for my two small dogs 9lbs and 15lbs.So satisfied I think we will return the end of September for a few days."
United States
Bill G.
Oasis at Muchy Branch

12. Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay
Bayside
10.0 out of 10, Exceptional, (9 reviews)
"The house was clean, comfortable and spacious. We were able to extend our checkout time easily. My family really enjoyed our long weekend stay!"
United States
Daniel R.
The price is NZ$1,269
includes taxes & fees
24 Sept - 25 Sept
Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

13. Delightful Cottage•Pet Friendly•Fenced Yard

Delightful Cottage•Pet Friendly•Fenced Yard
Midway
9.4 out of 10, Exceptional, (42 reviews)
"Very nice property and quiet for the location. We will plan on staying there again."
United States
Barbara S.
The price is NZ$509
includes taxes & fees
4 Oct - 5 Oct
Delightful Cottage•Pet Friendly•Fenced Yard

14. Escape to our spacious & serene 3-bedroom home with stunning bay views.

Escape to our spacious & serene 3-bedroom home with stunning bay views.
Milford
9.6 out of 10, Exceptional, (24 reviews)
"We had a great time! Very short walk to the beach. Good communication with the owner. Pet-friendly. Would love to stay here again! "
United States
Dannah D.
The price is NZ$865
includes taxes & fees
29 Sept - 30 Sept
Escape to our spacious & serene 3-bedroom home with stunning bay views.

15. Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is NZ$528
includes taxes & fees
24 Sept - 25 Sept
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

16. 2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (35 reviews)
"Perfect location with a kid! Well appointed with what you need for a great price!!"
United States
Alfredo G.
The price is NZ$329
includes taxes & fees
30 Sept - 1 Oct
2 Bedroom Condo Henlopen Station w/ Brand New Bed

17. Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.

Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.
Midway
10.0 out of 10, Exceptional, (15 reviews)
"Had a great stay here and recommend if you are looking for somewhere to stay"
United States
matt R.
The price is NZ$533
includes taxes & fees
27 Sept - 28 Sept
Coastal Condo Near Rehoboth Beach and Lewes. Close to bike trails and Outlets.

18. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (21 reviews)
"Nice space, accessible to the boardwalk, easy parking, and very friendly and accommodating host. Had a great time, highly recommend and would stay here again."
United States
James
The price is NZ$290
includes taxes & fees
25 Sept - 26 Sept
Charming Room in Downtown Rehoboth Beach

19. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.0 out of 10, Wonderful, (106 reviews)
"Great location. Nice layout . Great experience"
United States
hodan
The price is NZ$455
includes taxes & fees
28 Sept - 29 Sept
Coastal Estate

20. Charming Room in Downtown Rehoboth Beach

Charming Room in Downtown Rehoboth Beach
Country Club Estates
10.0 out of 10, Exceptional, (27 reviews)
"Tim was a wonderful host! We will definitely be staying here again. Super friendly, communicative, and welcoming. The place was immaculately clean and just what we needed for a weekend getaway :) Thank you Tim!"
United States
Adrienne D.
The price is NZ$279
includes taxes & fees
24 Sept - 25 Sept
Charming Room in Downtown Rehoboth Beach
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 Milton Hotel Reviews

Find out more about Milton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milton. Seeing all the best attractions is bound to make you fall in love with Milton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milton short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a holiday rental in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded option if you're looking for a relaxing stay. Milton is known for its seafood restaurants and beaches. Make sure you have time to check out the golf courses and parks during your trip.

What are some of the best holiday rentals that Milton has to offer?

Tranquil Three Bedroom Lakehouse with Private Gazebo and Dock on over 1.5 Acres: This highly rated holiday home rental in Milton is located on a lake, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and table football.

How many holiday rentals will I find in Milton?

Expedia has 107 holiday rentals for your stay in Milton.

What can I see and do in Milton?

Cultural attractions include Milton Theater and Milton Historical Society, whereas Prime Hook National Wildlife Refuge and Broadkill Beach Beaches are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Dogfish Head Craft Brewery and Prime Hook Beach.

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.