Odessa Holiday Rentals from €106: Search Short-Term Rentals

Q: 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.

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Holiday Rentals in Odessa

Relax on the lakeside deck with a round table and four Adirondack chairs, surrounded by a rocky shoreline and a wooden pier.

"Great place for a long weekend. Easy travel to surrounding areas to explore."

Guests can enjoy a serene lakeside experience from this picturesque pier, featuring a table and chair for a peaceful retreat.

includes taxes & fees

22 Jul - 23 Jul

Stroll through the serene garden, featuring a picturesque arborway, vibrant flowers, and a birdhouse, surrounded by a tranquil body of water.

"Fully stocked. Clean. Well maintained B-U-TEE-FULL property. Great, quite, private location close to anything you may need. The views are amazing. The hosts are great..."

Relax in a serene hot tub surrounded by lush greenery and a tranquil view.

"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! "

Relax in this stylish living room with a large sofa, armchair, and ottoman, perfect for unwinding in comfort.

"This was our second time staying at the property with our two kids and the accommodations continue to impress. We will happily stay again."

Enjoy meals at the central island with a round table and two chairs in this well-equipped kitchen.

"Property is beautiful, host answered our questions in a timely manner. Would stay again "

Equipped with a microwave, oven, and dishwasher, this kitchen offers a window for natural light and a clean, contemporary design.

"Great weekend stay"

Enjoy al fresco dining and relaxation on this serene outdoor deck with a barbecue grill and comfortable seating.

"Enjoyed"

includes taxes & fees

22 Jul - 23 Jul

Relax in this inviting living space with a comfortable sofa, a cozy bed, and a peaceful atmosphere.

"Located in a quite area and the host were incredible"

Enjoy cooking in this well-equipped kitchen with a central island and bench, featuring stainless steel appliances and ample cabinetry.

"This property was perfect for our trip. It was very clean, comfortable and feels like home. Description and photos on the website were accurate. The owners were very attentive and hospitable. This is definite a place I’ll return to."

Modern kitchen with white cabinetry, black stove, and microwave.

"Perfect property with cute details and thoughtful touches. Host is phenomenal. "

Enjoy a scenic view of the lake from this kitchen, featuring a large window and stainless steel appliances.

"This is a gorgeous property with a great water view of the canalThe house is beautifully decorated and comfortable, and we loved the upper deck. We had a few issues and Gwen addressed them quickly. The restaurants in town are great and in walking distance. There are interesting areas nearby to explore. "

"This is our third time staying at the property. It’s under new ownership this time but the experience was just as good. We rented to stay in while at a family reunion in town. It’s perfect because it’s close to all the shops and the best coffee/donut store, Chesapeake Coffee, is right across the street! The communication with the rental service was excellent. We called to request an additional day and it was an extremely smooth process. Highly recommend this property."

Modern kitchen with white cabinetry, stainless steel appliances, and a large window.

"Was a great clean place located in a nice little town! Would definitely recommend it!"

Simple, two-story building with a flat roof, surrounded by trees in a tranquil setting.

"The house is roomy and was clean and well stocked."

Stunning two-story home with a gabled roof and inviting front porch.

"Fantastic accommodations! Many amenities! Friendly hostess! "

includes taxes & fees

22 Jul - 23 Jul

Enjoy waterfront dining with a view of the bridge spanning the water.

"Everyone in our family ages 8, 10, 17, 18, 38, 64, and 71 thought the house and location were perfect and we had a great stay."

Relax on the beachside deck with lounge chairs and a covered seating area, steps from the ocean.

"We travel in the winter in an RV. We had a friend and nephew who we wanted to spend time with and this house was perfect. The weather was very windy but having the beach right out the door was.perfect motovation to "

Enjoy meals in the kitchen's dining area with a table and chairs.

"Thanks Sean "

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Find out more about Odessa

Everything you need to know about Odessa holiday rentals

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

Odessa holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Odessa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Odessa holiday rentals we have selected for you start as low as €106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Odessa rentals

At Expedia, we put the best Odessa holiday 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 holiday.

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.

Recent reviews of Odessa properties

5/5 Excellent

"Clean room , nice staff"

A verified traveller stayed at Red Roof Inn PLUS+ Wilmington - Newark

Posted 1 day ago

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 Frightland. Appoquinimink Friends Meeting House and Middletown Town Hall 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.

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Holiday Rentals in Odessa

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Holiday Rentals in Odessa

Chesapeake Bay House with Dock & Private Beach

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Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Ultimate Retreat @ Papermill Rd

Nature's Haven Tiny Home

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

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Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Luxury 2-bedroom house with Water views, Chesapeake City

Walk to Town & River: Charming Home in North East!

Tip Of The Town Fresh and New 3 Bedroom Nest

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Guest Suite for up to 2 in a Victorian on the Chester River

Chesapeake City Quiet Overlook

Beachfront Sunsets on the Water at Oakwood Beach

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

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Frequently asked questions