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Odessa Holiday Rentals

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Our top choices for Odessa holiday rentals

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
The price is NZ$485
includes taxes & fees
8 Jan - 9 Jan
Historic Chesapeake City Stay
9.4 out of 10, Exceptional, (3)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
The price is NZ$566
includes taxes & fees
10 Jan - 11 Jan
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is NZ$216
includes taxes & fees
13 Jan - 14 Jan
Guest Suite for up to 2 in a Victorian on the Chester River
9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
The price is NZ$192
includes taxes & fees
13 Jan - 14 Jan
Country Get Away 1 Bedroom Apartment
9.6 out of 10, Exceptional, (5)
"Enjoyed our stay."
United States
Erik H.
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is NZ$617
includes taxes & fees
8 Jan - 9 Jan
Amazing Modern house with a full kitchen and parking
10.0 out of 10, Exceptional, (2)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is NZ$590
includes taxes & fees
10 Jan - 11 Jan
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
8.6 out of 10, Excellent, (14)
"Nice and quiet place to stay"
United States
Gary M.
The price is NZ$485
includes taxes & fees
14 Jan - 15 Jan
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (6)
"Cozy little place to stay that was fully stocked for a fair price compared to others in the area. Plenty of parking and quiet even with the tattoo shop below. The only thing that I would like to have had is a light on the front porch but I used my flashlight on my phone so it wasn’t too bad. I would definitely stay again."
United States
Krystle M.
The price is NZ$201
includes taxes & fees
12 Jan - 13 Jan
Cozy loft above ink shop
9.6 out of 10, Exceptional, (21)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is NZ$555
includes taxes & fees
14 Jan - 15 Jan
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this gorgeous house! Very comfortable and nicely appointed."
United States
Jordan K.
The price is NZ$1,911
includes taxes & fees
20 Jan - 21 Jan
Spacious 4-bedroom house with backyard oasis
The price is NZ$285
includes taxes & fees
1 Feb - 2 Feb
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is NZ$823
includes taxes & fees
12 Jan - 13 Jan
Long Beach Cottage, (romantic couple’s getaway)
2.0 star property
The price is NZ$888
includes taxes & fees
12 Jan - 13 Jan
Heated Pool • Private Backyard • Home Theater
10.0 out of 10, Exceptional, (1)
"Yes. Very welcoming. Great location. Overall good "
United States
Anonymous traveller
The price is NZ$667
includes taxes & fees
8 Jan - 9 Jan
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome
The price is NZ$543
includes taxes & fees
8 Jan - 9 Jan
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Holiday Home in Smyrna

JVA LUXURY HOUSING
10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
The price is NZ$987
includes taxes & fees
15 Jan - 16 Jan
JVA LUXURY HOUSING
The price is NZ$455
includes taxes & fees
2 Feb - 3 Feb
Perfect for Groups! | Pool + Gym + Free Breakfast
The price is NZ$454
includes taxes & fees
2 Feb - 3 Feb
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
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 Odessa Hotel Reviews

Find out more about Odessa

Everything you need to know about Odessa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Odessa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Odessa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Odessa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Odessa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Odessa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Odessa holiday rentals we have selected for you start as low as NZ$192 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Odessa rentals

At Expedia, we put the best Odessa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Odessa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Odessa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Odessa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Odessa?

Yes, there are holiday rentals close to the most popular sights in Odessa, or you can select a more secluded option if you're looking for a relaxing stay.

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

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Odessa is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Odessa?

Explore the area and cultural attractions such as Historic Houses of Odessa, or visit one of the family-friendly sights such as Fred Rust Ice Arena. Appoquinimink Friends Meeting House and Middletown Historic District are a couple of places you'll find in the wider area.

What’s a holiday rental in Odessa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Odessa. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.