Odessa Holiday Rentals

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Holiday Rentals in Odessa

Cabin in Elkton

9.6 out of 10, Exceptional, (13)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm

Holiday Home in Elkton

10.0 out of 10, Exceptional, (177)
"We loved this house and had the best time!!"
United States
Laura C.
Chesapeake Bay House with Dock & Private Beach

Holiday Home in Chesapeake City

10.0 out of 10, Exceptional, (72)
"It was great and very relaxing "
United States
John R.
Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Holiday Home in Salem

10.0 out of 10, Exceptional, (43)
"Excellent property and outstanding hosts. Peaceful, relaxing, and a wonderful spot to finish out the summer. The provided amenities exceeded expectations. The house has everything needed for a home away from home vacation rental. "
United States
Craig F.
Beachfront Sunsets on the Water at Oakwood Beach

Cottage in Elkton

9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Holiday Home in Elkton

8.0 out of 10, Very good, (9)
"Nice and quiet place to stay"
United States
Gary M.
The price is NZ$500
includes taxes & fees
24 Nov - 25 Nov
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Cottage in Salem

9.8 out of 10, Exceptional, (68)
"For a long weekend it was good. The home itself was updated and very clean. "
United States
Cameron D.
A cottage on the shore of the Delaware River

Apartment in Newark

2.0 star property
10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
United States
Erik H.
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Cottage in Earleville

9.8 out of 10, Exceptional, (59)
"Lovely cottage, well-equipped, immaculately clean. "
United States
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Mobile Home in Bear

The price is NZ$432
includes taxes & fees
22 Nov - 23 Nov
Tiny Home Tranquil Oasis

Cabin in Chesapeake City

9.0 out of 10, Wonderful, (18)
"The property was clean and simply appointed w just the bare essentials for a short stay. Location was convenient for our purposes and the host was communicative"
United States
Melvin P.
The price is NZ$497
includes taxes & fees
22 Nov - 23 Nov
Historic Chesapeake City Stay

Cottage in Elkton

8.8 out of 10, Excellent, (15)
"Lovely place. We really enjoyed our stay"
United States
Renae R.
Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Apartment in Historical Old New Castle

2.0 star property
10.0 out of 10, Exceptional, (4)
"Tucked away but close to everything that is Historic New Castle. A perfect little stop if you are touring this part of our country. Food, shops, historic buildings all within a few blocks. Protestant and Catholic Churches just a few blocks walk if you are staying over Sunday. Try The Mercury Cafe & Teahouse. Cozy and great food/coffee/tea. Check out Jessop’s Tavern for food and a huge selection of beers."
United States
Mark L.
Cozy 1-bedroom apartment in nice New Castle with WiFi, AC

Holiday Home in Middletown

9.4 out of 10, Exceptional, (10)
"Just like the pictures. Very clean and comfortable.Highly recommend!"
United States
Patricia Z.
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Holiday Home in Galena

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice home. Peaceful setting."
United States
James L.
Countryside Cottage in Sassafras

Mobile Home in Bear

10.0 out of 10, Exceptional, (4)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
The price is NZ$421
includes taxes & fees
22 Nov - 23 Nov
Nature's Haven Tiny Home

Holiday Home in Earleville

10.0 out of 10, Exceptional, (3)
"Beautiful home. Gorgeous views of Bohemian River. Well maintained House and fully supplied. Our families and friends just loved it. They were already speaking about wanting to return again. "
United States
Virginia G.
Waterfront Lodge packed with Amenities

Holiday Home in Elkton

9.8 out of 10, Exceptional, (43)
"This was our second time staying here and we really love it! It has everything needed and is very close &convenient to any outing we did, The house layout works great for our group of six. Already planning our next trip!! "
United States
Susan G.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Holiday Home in Elkton

The Pointe is on the Elk River on the Upper Chesapeake Bay

Holiday Home in Elkton

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is NZ$608
includes taxes & fees
26 Nov - 27 Nov
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
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$237 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 Frightland. 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.