A stone building with a wooden door and a brick wall.

Odessa Vacation Rentals

Check prices for these dates

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

Our top choices for Odessa vacation rentals

A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

1. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
10.0 out of 10, Exceptional, (3 reviews)
"Great stay. Awesome owner. Nice restaurant right up the ramp. Would def recommend and do again if in the area!!!"
United States
Justin M.
$285 nightly
The price is $296
Sep 6 - Sep 7
Total with taxes and fees
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A covered deck area with a grill and outdoor seating.

2. Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
$220 nightly
The price is $229
Sep 4 - Sep 5
Total with taxes and fees
Nature's Haven Tiny Home
A two-story residential building with a stone facade, a large front lawn, and a driveway.

3. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
$360 nightly
The price is $372
Sep 7 - Sep 8
Total with taxes and fees
Elegant Family Stay • Quiet Neighborhood • Comfort

4. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
$230 nightly
The price is $239
Sep 6 - Sep 7
Total with taxes and fees
Tiny Home Tranquil Oasis
A bedroom with a bed, a dresser, a door leading to another room, and a ceiling light.

5. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
Chesapeake City
10.0 out of 10, Exceptional, (2 reviews)
"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."
United States
Deb D.
$274 nightly
The price is $290
Sep 27 - Sep 28
Total with taxes and fees
HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
A riverside dock with boats, a covered seating area, and a bridge in the background.

6. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (29 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
$263 nightly
The price is $279
Sep 7 - Sep 8
Total with taxes and fees
Historic Chesapeake City Stay
A brick house with a front porch, a chimney, and a well-maintained lawn.

7. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
$400 nightly
The price is $424
Sep 21 - Sep 22
Total with taxes and fees
Bohemia Manor Farm
A wooden cabin with a porch, surrounded by dense forest.

8. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
$105 nightly
The price is $111
Sep 10 - Sep 11
Total with taxes and fees
Country Get Away Studio Apartment
A room with a bed, a wooden door, a patterned rug, and a mirror.

9. Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
$285 nightly
The price is $314
Sep 4 - Sep 5
Total with taxes and fees
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
A beach with a water tower, beach umbrellas, and a hotel in the background.

10. Perfect for Groups! | Pool + Gym + Free Breakfast

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
$240 nightly
The price is $263
Sep 6 - Sep 7
Total with taxes and fees
Perfect for Groups! | Pool + Gym + Free Breakfast
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

11. Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay."
United States
Erik H.
$371 nightly
The price is $371
Sep 22 - Sep 23
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

12. 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
Millington
9.8 out of 10, Exceptional, (27 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
$118 nightly
The price is $125
Sep 10 - Sep 11
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

13. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$359 nightly
The price is $381
Sep 9 - Sep 10
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A covered outdoor seating area with wicker chairs and a table, overlooking a body of water.

14. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"Had a wonderful stay. They really thought of everything. Had everything we could have possibly needed. It's a beautiful place and it was very clean and cared for."
United States
Laura K.
$478 nightly
The price is $500
Sep 20 - Sep 21
Total with taxes and fees
Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
A patio with a table and chairs under a red umbrella, surrounded by lush greenery and a clear sky.

15. Cozy Pet Friendly House

Cozy Pet Friendly House
Wilmington
$180 nightly
The price is $186
Sep 8 - Sep 9
Total with taxes and fees
Cozy Pet Friendly House
A beach with a water tower, beach umbrellas, and a hotel in the background.

16. Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
$233 nightly
The price is $256
Sep 6 - Sep 7
Total with taxes and fees
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
A beach with a water tower, beach umbrellas, and a hotel in the background.

17. Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
$159 nightly
The price is $174
Sep 27 - Sep 28
Total with taxes and fees
Free Breakfast. Outdoor Pool. 10 Min from 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

Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

10/10 Excellent
"It was nice"
Jasmine 1-night trip
Posted 4 hours ago
Red Roof Inn & Suites Newark - University

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 $279 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.

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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?

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..: You might want to consider this vacation home rental near Odessa, which is located on a river and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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 Historic District 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.