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

Odessa Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Odessa holiday rentals

A wooden cabin with a porch, surrounded by dense forest.

1. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is HK$549
HK$873 total
includes taxes & fees
14 Oct - 15 Oct
Country Get Away Studio Apartment
A riverside dock with boats, a covered seating area, and a bridge in the background.

2. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (30 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.
The price is HK$847
HK$2,188 total
includes taxes & fees
8 Oct - 9 Oct
Historic Chesapeake City Stay
A covered deck area with a grill and outdoor seating.

3. 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
The price is HK$1,483
HK$1,848 total
includes taxes & fees
8 Oct - 9 Oct
Nature's Haven Tiny Home
A wooden staircase with a handrail, carpeted steps, and a ceiling light.

4. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Chesapeake City
10.0 out of 10, Exceptional, (3 reviews)
"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."
United States
Deb D.
The price is HK$1,271
HK$2,462 total
includes taxes & fees
8 Oct - 9 Oct
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Terrace/patio

5. 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.
The price is HK$1,483
HK$1,887 total
includes taxes & fees
8 Oct - 9 Oct
Tiny Home Tranquil Oasis
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

6. 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
9.8 out of 10, Exceptional, (6 reviews)
"My boyfriend and I had a fantastic night on the yacht. We arrived right on time and found the AC and the lights on and ready for our arrival. I sunbathed on the front of the yacht and danced on the back after dinner at Grain H2O. The restaurant is located at the top of the hill on the marina . There was a band and we could hear the music from the boat. The marina was clean and everyone is friendly. At night it was very peaceful and easy to fall asleep. The morning we enjoyed our last couple of...
United States
Karen
The price is HK$1,962
HK$2,333 total
includes taxes & fees
9 Oct - 10 Oct
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A two-story residential building with a stone facade, a large front lawn, and a driveway.

7. 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.
The price is HK$1,977
HK$2,788 total
includes taxes & fees
8 Oct - 9 Oct
Elegant Family Stay • Quiet Neighborhood • Comfort
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

8. 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, (29 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.
The price is HK$534
HK$982 total
includes taxes & fees
12 Oct - 13 Oct
Guest Suite for up to 2 in a Victorian on the Chester River
A bunk bed room with white bedding and blue throw blankets.

9. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is HK$2,854
HK$3,025 total
includes taxes & fees
25 Oct - 26 Oct
Bohemia Manor Farm
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

10. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.2 out of 10, Very good, (21 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is HK$1,405
HK$3,195 total
includes taxes & fees
11 Oct - 12 Oct
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

11. 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)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is HK$1,370
HK$3,049 total
includes taxes & fees
13 Oct - 14 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
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12. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.6 out of 10, Exceptional, (14 reviews)
"This is our 3rd year in a row renting Jessica’s property. We truly enjoyed our stay. Highly recommend staying here. Beautiful backyard looking out to the bay! It has been a highlight staying here visiting for UD graduations. We hope to be back!"
United States
Natasha G.
The price is HK$2,225
HK$3,581 total
includes taxes & fees
8 Oct - 9 Oct
Sunset River Shack -amazing waterfront view
A beach with a water tower, beach umbrellas, and a hotel in the background.

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is HK$1,115
HK$1,402 total
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

14. 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.
The price is HK$1,347
HK$3,027 total
includes taxes & fees
26 Oct - 27 Oct
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

15. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
The price is HK$1,250
HK$1,557 total
includes taxes & fees
8 Oct - 9 Oct
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A spacious room with a large sliding glass door leading to a deck, a dining area with a white table, and a cozy seating area with a view of the water.

16. 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, (4 reviews)
"A really lovely place - well stocked with extras. We enjoyed our quiet relaxing stay on the water and the cute town of North East nearby."
United States
Brooke T.
The price is HK$2,935
HK$4,490 total
includes taxes & fees
18 Oct - 19 Oct
Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
A beach with a water tower, beach umbrellas, and a hotel in the background.

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

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
10.0 out of 10, Exceptional, (1 review)
"Clean rooms close to all things we needed breakfast was good and plentiful wish the afternoon buffet was available would use this place again"
United States
Susan H.
The price is HK$1,743
HK$2,178 total
includes taxes & fees
2 Nov - 3 Nov
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.

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

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
The price is HK$1,827
HK$2,263 total
includes taxes & fees
29 Oct - 30 Oct
Perfect for Groups! | Pool + Gym + Free Breakfast
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

8/10 Good
"The hotel could use some sprucing up. It looks old and tired."
Robert 1-night trip
Posted 5 hours ago
Ramada by Wyndham Newark/Wilmington

Find out more about Odessa

Search for holiday rentals in Odessa on Expedia! You can easily find your home rentals, villas, holiday apartments in Odessa using one of the methods below:

  • View our selection of featured holiday rentals in Odessa
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Look no further and take a look at our great range of rental properties in Odessa!

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?

Sunset River Cottage: This holiday home rental outside of Odessa is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.