Photo by Kimberly Keegan

Odessa Holiday Rentals

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Holiday Rentals in Odessa

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (11)
"Clean, cute little house, convenient location"
The price is AU$527
includes taxes & fees
23 Feb - 24 Feb
Tip Of The Town Fresh and New 3 Bedroom Nest

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (31)
"We had a nice visit to this beautiful, waterfront home, and appreciated the host very much. The views from the beach were lovely. Unfortunately, we were woken several times overnight one night by ships’ foghorns as they passed by- every few hours. Even the white noise machines (a thoughtful touch) didn’t help. Not sure how to predict when the ships come through, but we slept soundly the second of our two nights there. The area is otherwise very quiet- we barely saw anyone else around. The...
Beachfront Sunsets on the Water at Oakwood Beach

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc

2.0 star property
9.0 out of 10, Wonderful, (2)
"Clean, convenient and welcoming "
The price is AU$273
includes taxes & fees
26 Feb - 27 Feb
Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (13)
"The house was beautiful. We enjoyed the pool. The kitchen was wonderful. We did wish we could warm up the house a little more. We loved that the house had so many bathrooms. The only improvement would be to state that there are 5 bedrooms with en-suites."
Stunning waterfront villa with indoor pool and kids swing set and play area.

Beautiful Brick-Wall House in Historic Newcastle

8.0 out of 10, Very good, (11)
"The location was ideal considering it was located at a reasonable distances to all places I had to go to. Short or moderate drive to about 5 different locations."
Beautiful Brick-Wall House in Historic Newcastle

Country Get Away 1 Bedroom Apartment

9.8 out of 10, Exceptional, (29)
"We were attending my niece's wedding. Our stay was located in the beautiful countryside yet quick access to places to eat. Our apartment was decorated so cute and for the season. Very, Very clean and I would stay again!"
The price is AU$178
includes taxes & fees
19 Mar - 20 Mar
Country Get Away 1 Bedroom Apartment

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (78)
"We had a wonderful stay! Really enjoyed the eagles and osprey. The hot tub was amazing and the fire pit was nice to enjoy in the cold weather. All amenities were there that we needed, the location is great and the town is really cute. We will be back! "
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

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

8.6 out of 10, Excellent, (10)
"The house had plenty of space and location was great!"
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

3 Mi to Dtwn: Home w/ Yard in Newark

10.0 out of 10, Exceptional, (5)
"My family and I came back to Delaware for my father’s funeral. The house was very nice and had enough room for everyone. The price was great and the owner stayed in contact. We had no complaints!!"
3 Mi to Dtwn: Home w/ Yard in Newark

House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.

9.8 out of 10, Exceptional, (102)
"House was great yet again. Betsy always has the place clean and ready for us!!"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.

Fair Hill Cabin-10 mins to Newark/UD

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was larger than expected. There was plenty of space for everyone to relax. The weather was cold, rainy and windy, so we didn't get to enjoy the fire pit. It's a good bang-for-the-buck."
Fair Hill Cabin-10 mins to Newark/UD

Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

2.0 star property
10.0 out of 10, Exceptional, (2)
"Our stay was an abundant blessing. The hot tub was just the added bonus for those chilly winter evenings. Communication with Jon was superb and his kindness and consideration go above and beyond a 5 Star review!!! Thanks for allowing our family an awesome Christmas!! We can’t wait to be back!!"
Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

Welcome to Your Perfect Getaway! Close to Wilmington, Newark, and Philadelphia!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed here with my 84 year old father and 4 teenagers. Dad enjoyed his space on the entry level, which also had it own half bath and thermostat. The rest of us had plenty of room upstairs. The location was great. We were able to get to our family in Wilmington in 20 minutes. The river park was merely a 5 minute walk away and the teenagers enjoyed it very much.....I felt it was safe enough for them to walk by themselves. The management was alsi very easy to communicate with. If we...
Welcome to Your Perfect Getaway! Close to Wilmington, Newark, and Philadelphia!

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (35)
"Our family stayed here for 5 nights. The house was updated and beautiful! It was stocked with all of our basic needs and the owners quickly responded to any questions, as well as provided suggestions for local places to check out. We especially enjoyed hiking area trails, including the lighthouse, and walking and shopping in North East. It was an enjoyable and relaxing stay. Thank you for your hospitality!"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Saybrook Hall | Pickleball + Pool + Hot Tub

Saybrook Hall | Pickleball + Pool + Hot Tub

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (13)
"This home was amazing. Nicely decorated for the holiday. Labels on kitchen cavinets. Host was easy to communicate with. Fast responses. doors made it easy to find things (huge kitchen). "
Chesapeake City Quiet Overlook

Clean Sanitized upscale suite. One or two beds. Private Bath

9.6 out of 10, Exceptional, (11)
"Really used it as a place to sleep. It worked perfectly."
The price is AU$234
includes taxes & fees
23 Mar - 24 Mar
Clean Sanitized upscale suite. One or two beds. Private Bath

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (34)
"Great location, wonderful place and fantastic owner. Recommendations on restaurants and things to do were perfect. We had a great time and Betty Ann was very kind and responsive in communications. Will definitely visit again!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

Spacious North East Home w/ Fenced Yard & Fire Pit

10.0 out of 10, Exceptional, (7)
"Very clean house. Great rooms, would stay again "
Spacious North East Home w/ Fenced Yard & Fire Pit
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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Other types of properties in Odessa you may be interested in

Red Roof Inn PLUS+ Wilmington - Newark

2.5 star property
6.4 out of 10, (1002)
"The lovely woman desk clerk was so sweet. She even came out to the car to get my license because I’m disabled.. She was very friendly and personable. Very clean rooms and office too."
The price is AU$127
includes taxes & fees
23 Feb - 24 Feb
Red Roof Inn PLUS+ Wilmington - Newark

Sonesta Select Newark Christiana Mall

3.0 star property
7.8 out of 10, Good, (1003)
"Easy, quiet and clean. Thanks. "
The price is AU$168
includes taxes & fees
25 Feb - 26 Feb
Sonesta Select Newark Christiana Mall

Hilton Wilmington/Christiana

4.0 star property
8.8 out of 10, Excellent, (1002)
"Property was beautiful, exceptionally clean and comfortable. It was conveniently located to the highway, restaurants and shopping."
The price is AU$217
includes taxes & fees
3 Mar - 4 Mar
Hilton Wilmington/Christiana
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.

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?

Beachfront Sunsets on the Water at Oakwood 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 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 Dutch Country Farmers Market 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.