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Odessa Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Odessa Vacation Homes

Chesapeake Bay House with Dock & Private Beach
Relax on the lakeside deck with a round table and four Adirondack chairs, surrounded by a rocky shoreline and a wooden pier.

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (166)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a granite countertop.

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

9.6 out of 10, Exceptional, (19)
"a great place to unwind. "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6
Enjoy meals at the central island with a round table and two chairs in this well-equipped kitchen.

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

10.0 out of 10, Exceptional, (1)
"Property is beautiful, host answered our questions in a timely manner. Would stay again "
Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6
Walk to Town & River: Charming Home in North East!
Fridge, microwave, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (2)
"Great stay and responsive host. So definitely stay again. "
Walk to Town & River: Charming Home in North East!
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
Enjoy serene waterfront views and easy access to boating.

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

9.8 out of 10, Exceptional, (6)
"Exactly as advertised and Brad was very helpful/responsive!"
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
Tip Of The Town Fresh and New 3 Bedroom Nest
Modern kitchen with white cabinetry, stainless steel appliances, and a large window.

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (23)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest
Clean and Cozy 2 BR home blocks away from downtown
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a microwave, oven, and dishwasher, set against a sleek black granite countertop.

Clean and Cozy 2 BR home blocks away from downtown

10.0 out of 10, Exceptional, (28)
"Very easy to walk to the downtown area and such a lovely property. Will stay here again if we come back to the North East area"
Clean and Cozy 2 BR home blocks away from downtown
3 Mi to Dtwn: Home w/ Yard in Newark
Enjoy cooking in this well-equipped kitchen with a stainless steel oven, microwave, and sink.

3 Mi to Dtwn: Home w/ Yard in Newark

9.6 out of 10, Exceptional, (8)
"We loved staying here, location is great!"
3 Mi to Dtwn: Home w/ Yard in Newark
Waterfront Lodge packed with Amenities
Pool

Waterfront Lodge packed with Amenities

Waterfront Lodge packed with Amenities
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Simple, two-story building with a flat roof, surrounded by trees in a tranquil setting.

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

10.0 out of 10, Exceptional, (56)
"The house is roomy and was clean and well stocked."
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Nancy’s Touch, A Waterfront Paradise!
Stroll through the serene garden, featuring a picturesque arborway, vibrant flowers, and a birdhouse, surrounded by a tranquil body of water.

Nancy’s Touch, A Waterfront Paradise!

10.0 out of 10, Exceptional, (165)
"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..."
Nancy’s Touch, A Waterfront Paradise!
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator and black stovetop.

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

8.4 out of 10, Very good, (6)
"Nice and quiet place to stay"
The price is CA $211
CA $420 total
includes taxes & fees
Aug 25 - Aug 26
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Chesapeake City Quiet Overlook
Enjoy waterfront dining with a view of the bridge spanning the water.

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (20)
"We attended a wedding across the canal from this house at the Chesapeake Inn. It was very cool to see these really large ships go by as we sat on the deck. Very nice accommodations here! Jane was a great host!"
Chesapeake City Quiet Overlook
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Relax in this stylish living space with a flat-screen TV and comfortable couch.

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

9.8 out of 10, Exceptional, (18)
"We rented this townhouse for a month for my son's surgical residency rotation at Cristiana Care. It was a perfect location and easy to get to and from the hospital. Owner was very responsive with any questions / concerns which we appreciated. Very quiet and close to grocery stores. Even had a Trader Joe's close by!"
The price is CA $290
CA $486 total
includes taxes & fees
Aug 12 - Aug 13
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Enjoy cooking in this well-lit kitchen with a central island, dishwasher, and stainless steel appliances.

Luxurious and spacious townhome with all necessary amenities awaits your stay.

9.4 out of 10, Exceptional, (9)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
Enjoy meals in the kitchen's dining area with a table and chairs.

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

8.2 out of 10, Very good, (16)
"Thanks Sean "
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
Short walk to University of Delaware
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, dishwasher, and double sink.

Short walk to University of Delaware

10.0 out of 10, Exceptional, (1)
"Very clean and spacious. We were able to have all the room we needed and they even left bottled water for us. Quite neighborhood."
Short walk to University of Delaware
Waterfront House on the Upper Chesapeake Bay
Property grounds

Waterfront House on the Upper Chesapeake Bay

9.6 out of 10, Exceptional, (7)
"My boyfriend and i had a great 2 days! So peaceful bing on the water. Cottage was equipped with everything you would need!"
Waterfront House on the Upper Chesapeake Bay
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Relax by the pool with a serene view of the lake.

Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

9.6 out of 10, Exceptional, (35)
"This was the best Christmas yet and on top of that, the home was amazing, great amenities, great view, great time. Thank you to the host! "
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Enjoy a peaceful retreat with a covered patio featuring Adirondack chairs and a table, surrounded by lush greenery.

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

9.8 out of 10, Exceptional, (20)
"Perfect setting for our family get together. Plenty of space and beautifully decorated. Spent most of our time on the screened in porch.Beautiful sunset in the evening and lovely view of the river.Several family members used the kayaks and enjoyed the experience.Host was very helpful and went all out to make sure we had everything we needed."
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
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

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent
"Great customer service, fantastic breakfast and comfortable bed. Would stay again!"
Abraham A 1-night trip
Posted 1 day ago
Embassy Suites by Hilton Newark Wilmington South