Photo by Kimberly Keegan

Odessa Vacation Rentals

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In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Odessa

Exterior
Guest Suite for up to 2 in a Victorian on the Chester River
Guest Suite for up to 2 in a Victorian on the Chester River
9.6 out of 10, Exceptional, (19)
"It was very clean and cozy! My partner and I loved staying here! "
United States
Tyaunna W.
$118 nightly
The price is $125
Nov 12 - Nov 13
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
Property grounds
Country Get Away 1 Bedroom Apartment
Country Get Away 1 Bedroom Apartment
9.8 out of 10, Exceptional, (40)
"The hosts were amazing and enjoyed talking with them. We look forward to coming back soon. Sean and Paula "
United States
Michael B.
$105 nightly
The price is $111
Nov 17 - Nov 18
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
Fridge, microwave, oven, stovetop
Cozy loft above ink shop
Cozy loft above ink shop
9.0 out of 10, Wonderful, (2)
"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.
$103 nightly
The price is $107
Nov 9 - Nov 10
Total with taxes and fees
Cozy loft above ink shop
Marina
Historic Chesapeake City Stay
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (15)
"Perfect little place for 2. Quiet Very close to Schaefers. "
United States
Karen H.
$263 nightly
The price is $279
Nov 9 - Nov 10
Total with taxes and fees
Historic Chesapeake City Stay
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$322 nightly
The price is $341
Nov 9 - Nov 10
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Interior
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
9.8 out of 10, Exceptional, (19)
"This place is beautiful in a quiet neighborhood. The kitchen is well stocked, the bed are so comfortable and the bathrooms are very nice, especially the master bath!!! I'd definitely stay here again."
United States
Lisa Y.
$325 nightly
The price is $333
Nov 7 - Nov 8
Total with taxes and fees
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Terrace/patio
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
2.0 star property
10.0 out of 10, Exceptional, (3)
"Det var super ophold og god service "
Denmark
Claus R.
$289 nightly
The price is $289
Nov 10 - Nov 11
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Interior
Room #2 in Elkton, MD – Easy Access to I-95
Room #2 in Elkton, MD – Easy Access to I-95
2.0 star property
$109 nightly
The price is $116
Nov 7 - Nov 8
Total with taxes and fees
Room #2 in Elkton, MD – Easy Access to I-95
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
8.0 out of 10, Very Good, (9)
"Although it was just for a late overnight stay, the house was perfect for our needs. Clean, with hospitable, accommodating host!"
United States
Wendy Z.
$267 nightly
The price is $283
Nov 10 - Nov 11
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Fridge, microwave, oven, stovetop
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
2.0 star property
9.4 out of 10, Exceptional, (3)
"Cozy and very suitable. No issues, quiet and clean. "
United States
Rich D.
$316 nightly
The price is $335
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Interior
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
$286 nightly
The price is $315
Nov 7 - Nov 8
Total with taxes and fees
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Terrace/patio
Nature's Haven Tiny Home
Nature's Haven Tiny Home
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.
$227 nightly
The price is $236
Nov 7 - Nov 8
Total with taxes and fees
Nature's Haven Tiny Home
Exterior
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
2.0 star property
$136 nightly
The price is $149
Nov 30 - Dec 1
Total with taxes and fees
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Fridge, microwave, oven, stovetop
Tiny Home Tranquil Oasis
Tiny Home Tranquil Oasis
$233 nightly
The price is $242
Nov 9 - Nov 10
Total with taxes and fees
Tiny Home Tranquil Oasis
Private kitchen
JVA LUXURY HOUSING
JVA LUXURY HOUSING
10.0 out of 10, Exceptional, (1)
"The house was clean and wonderful. I highly recommend!"
United States
Daryl C.
$571 nightly
The price is $589
Nov 13 - Nov 14
Total with taxes and fees
JVA LUXURY HOUSING
Private kitchen
Room #4 in Elkton, MD – Easy Access to I-95
Room #4 in Elkton, MD – Easy Access to I-95
2.0 star property
$127 nightly
The price is $135
Nov 9 - Nov 10
Total with taxes and fees
Room #4 in Elkton, MD – Easy Access to I-95
Private kitchen
Room #3 in Elkton, MD – Easy Access to I-95
Room #3 in Elkton, MD – Easy Access to I-95
2.0 star property
$125 nightly
The price is $133
Nov 13 - Nov 14
Total with taxes and fees
Room #3 in Elkton, MD – Easy Access to I-95
Outdoor dining
Perfect for Groups! | Pool + Gym + Free Breakfast
Perfect for Groups! | Pool + Gym + Free Breakfast
$223 nightly
The price is $245
Dec 2 - Dec 3
Total with taxes and fees
Perfect for Groups! | Pool + Gym + Free Breakfast
Exterior
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
2.0 star property
$230 nightly
The price is $252
Dec 2 - Dec 3
Total with taxes and fees
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

Ramada by Wyndham Newark/Wilmington

Ramada by Wyndham Newark/Wilmington

10/10 Excellent
"Breakfast"
Wayne 1-night trip
Posted 17 hours ago
Ramada by Wyndham Newark/Wilmington

Find out more about Odessa

Everything you need to know about Odessa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Odessa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Odessa vacation 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 low season months. For more hustle and bustle, you may prefer to visit Odessa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Odessa rentals

At Expedia, we put the best Odessa vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Odessa?

Yes, there are vacation rentals near top attractions in Odessa, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Odessa?

Chesapeake Bay House with Dock & Private Beach: Visitors like this Odessa vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 a family-friendly sight such as Frightland. Appoquinimink Friends Meeting House and Middletown Town Hall are a couple of places you'll find in the larger area.

What’s a vacation rental in Odessa like?

A vacation rental is a private property you can stay in for a couple of days or more in Odessa. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for small groups.