Photo by Kimberly Keegan

Odessa Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Odessa holiday rentals

Exterior
Country Get Away 1 Bedroom Apartment

Apartment in Elkton

Country Get Away 1 Bedroom Apartment
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 HK$545
HK$867 total
includes taxes & fees
27 Jan - 28 Jan
Country Get Away 1 Bedroom Apartment
Marina
Historic Chesapeake City Stay

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 HK$841
HK$2,162 total
includes taxes & fees
9 Jan - 10 Jan
Historic Chesapeake City Stay
Exterior
Guest Suite for up to 2 in a Victorian on the Chester River

Apartment in Millington

Guest Suite for up to 2 in a Victorian on the Chester River
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 HK$529
HK$974 total
includes taxes & fees
13 Jan - 14 Jan
Guest Suite for up to 2 in a Victorian on the Chester River
Interior
Cozy loft above ink shop

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 HK$716
HK$904 total
includes taxes & fees
14 Jan - 15 Jan
Cozy loft above ink shop
Smart TV, table football, books
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Apartment in 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)
"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 HK$1,401
HK$2,600 total
includes taxes & fees
9 Jan - 10 Jan
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Outdoor dining
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Condo in Newark

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
2.0 star property
The price is HK$1,606
HK$1,985 total
includes taxes & fees
8 Feb - 9 Feb
Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Interior
JVA LUXURY HOUSING

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 HK$3,114
HK$4,586 total
includes taxes & fees
15 Jan - 16 Jan
JVA LUXURY HOUSING
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Holiday Home in Elkton

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
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 HK$1,051
HK$2,658 total
includes taxes & fees
10 Jan - 11 Jan
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Terrace/patio
Amazing Modern house with a full kitchen and parking

Holiday Home in Smyrna

Amazing Modern house with a full kitchen and parking
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 HK$1,401
HK$2,780 total
includes taxes & fees
12 Jan - 13 Jan
Amazing Modern house with a full kitchen and parking
TV, fireplace
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

Long Beach Cottage, (romantic couple’s getaway)
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 HK$2,360
HK$3,709 total
includes taxes & fees
12 Jan - 13 Jan
Long Beach Cottage, (romantic couple’s getaway)
Interior
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Holiday Home in Elkton

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
8.6 out of 10, Excellent, (14)
"Nice and quiet place to stay"
United States
Gary M.
The price is HK$1,051
HK$2,187 total
includes taxes & fees
13 Jan - 14 Jan
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Dining
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Holiday Home in Newark

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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 HK$1,507
HK$2,595 total
includes taxes & fees
14 Jan - 15 Jan
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Interior
Heated Pool • Private Backyard • Home Theater

Holiday Home in Middletown

Heated Pool • Private Backyard • Home Theater
2.0 star property
The price is HK$833
HK$3,982 total
includes taxes & fees
14 Jan - 15 Jan
Heated Pool • Private Backyard • Home Theater
Smart TV
Spacious 4-bedroom house with backyard oasis

Holiday Home in Middletown

Spacious 4-bedroom house with backyard oasis
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 HK$1,801
HK$8,900 total
includes taxes & fees
21 Jan - 22 Jan
Spacious 4-bedroom house with backyard oasis
Property grounds
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome

Holiday Home in Elkton

3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome
10.0 out of 10, Exceptional, (1)
"Yes. Very welcoming. Great location. Overall good "
United States
Anonymous traveller
The price is HK$2,103
HK$2,980 total
includes taxes & fees
9 Jan - 10 Jan
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome
Interior
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Holiday Home in Pennsville Township

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
The price is HK$1,557
HK$2,453 total
includes taxes & fees
11 Jan - 12 Jan
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Outdoor dining
Perfect for Groups! | Pool + Gym + Free Breakfast

Condo in Newark

Perfect for Groups! | Pool + Gym + Free Breakfast
The price is HK$1,663
HK$2,056 total
includes taxes & fees
8 Feb - 9 Feb
Perfect for Groups! | Pool + Gym + Free Breakfast
Outdoor dining
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Condo in Newark

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
2.0 star property
The price is HK$1,101
HK$1,378 total
includes taxes & fees
8 Feb - 9 Feb
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
"Great experience I will be returning "
Anticious 2-night trip
Posted 4 days ago
Red Roof Inn & Suites Newark - University

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:

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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.