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Odessa Holiday Rentals

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Check prices for these dates

Tonight
12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Holiday Rentals in Odessa

On the beach, sun-loungers, beach towels
Beachfront Sunsets on the Water at Oakwood Beach

Beachfront Sunsets on the Water at Oakwood Beach

Salem
10.0 out of 10, Exceptional, (43)
"House was well maintained and very clean. Fantastic view."
United States
Paul P.
Beachfront Sunsets on the Water at Oakwood Beach
Outdoor dining
Chesapeake Bay House with Dock & Private Beach

Chesapeake Bay House with Dock & Private Beach

Elkton
10.0 out of 10, Exceptional, (177)
"Absolutely love this property! This is my family’s second stay here, we will definitely be coming back. Great hosts, clean house, wonderful location!"
United States
Katie H.
Chesapeake Bay House with Dock & Private Beach
Interior
Charming 2-bedroom cabin close to Fair Hill on horse farm

Charming 2-bedroom cabin close to Fair Hill on horse farm

Elkton
9.6 out of 10, Exceptional, (12)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
Smart TV, books
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
9.8 out of 10, Exceptional, (58)
"Wonderful house in a welcoming, friendly community. "
United States
Benjamin A.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Property grounds
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton
9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Marina
Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City
9.0 out of 10, Wonderful, (17)
"Perfect little place for 2. Quiet Very close to Schaefers. "
United States
Karen H.
The price is HK$840
HK$2,167 total
includes taxes & fees
13 Nov - 14 Nov
Historic Chesapeake City Stay
Fridge, microwave, oven, stovetop
Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis

Bear
The price is HK$1,469
HK$1,877 total
includes taxes & fees
13 Nov - 14 Nov
Tiny Home Tranquil Oasis
On the beach
A cottage on the shore of the Delaware River

A cottage on the shore of the Delaware River

Salem
9.8 out of 10, Exceptional, (68)
"This small home was perfect for a stay on our road trip. Beautiful views and quiet place to stay."
United States
Taylor A.
A cottage on the shore of the Delaware River
Fridge, microwave, oven, stovetop
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Elkton
9.8 out of 10, Exceptional, (42)
"We stayed for my Birthday! It was definitely a great place to stay. The house was decorated beyond my expectation. We are planing to book again for Girls Weekend."
United States
Billie W.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Terrace/patio
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

2.0 star property
Newark
10.0 out of 10, Exceptional, (3)
"Det var super ophold og god service "
Denmark
Claus R.
The price is HK$1,293
HK$2,365 total
includes taxes & fees
18 Nov - 19 Nov
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Spa
Stunning waterfront villa with indoor pool and kids swing set and play area.

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

Earleville
9.8 out of 10, Exceptional, (19)
"Wonderful location, lots to do, close to Chesapeake City, excellent host"
United States
Ann P.
Stunning waterfront villa with indoor pool and kids swing set and play area.
Terrace/patio
Nature's Haven Tiny Home

Nature's Haven Tiny Home

Bear
10.0 out of 10, Exceptional, (4)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
The price is HK$1,469
HK$1,830 total
includes taxes & fees
14 Nov - 15 Nov
Nature's Haven Tiny Home
Property grounds
Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view

2.0 star property
Elkton
9.4 out of 10, Exceptional, (3)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
United States
Hope D.
Sunset River Shack -amazing waterfront view
Fireplace
Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton
8.8 out of 10, Excellent, (15)
"Lovely place. We really enjoyed our stay"
United States
Renae R.
Chesapeake City Pool Retreat – Waterfront Stay in the Woods
Pool
Waterfront Lodge packed with Amenities

Waterfront Lodge packed with Amenities

Earleville
10.0 out of 10, Exceptional, (3)
"Beautiful home. Gorgeous views of Bohemian River. Well maintained House and fully supplied. Our families and friends just loved it. They were already speaking about wanting to return again. "
United States
Virginia G.
Waterfront Lodge packed with Amenities
Exterior
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

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

Galena
9.8 out of 10, Exceptional, (22)
"Beautiful property overlooking the Sassafras river. Home and property above and beyond pictures. Renter easy to work with and accommodating "
United States
will u.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Beach
House casino

House casino

Bear
House casino
Fridge, microwave, oven, stovetop
Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Chesapeake City
10.0 out of 10, Exceptional, (72)
"This is an exceptional property. The owners have thought of everything. The house is exceptionally clean with updated amenities. Do not hesitate to rent this property."
United States
Sherry D.
Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal
Terrace/patio
Nancy’s Touch, A Waterfront Paradise!

Nancy’s Touch, A Waterfront Paradise!

North East
10.0 out of 10, Exceptional, (171)
"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..."
United States
Buff J.
Nancy’s Touch, A Waterfront Paradise!
Fridge, microwave, oven, stovetop
Cozy loft above ink shop

Cozy loft above ink shop

Bear
9.4 out of 10, Exceptional, (3)
"Host was extremely responsive, place was in a great location for the lacrosse tournament we played in. Plenty of room, everything was great."
United States
Jeffrey R.
The price is HK$644
HK$828 total
includes taxes & fees
16 Nov - 17 Nov
Cozy loft above ink shop
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 PLUS+ Wilmington - Newark

Red Roof Inn PLUS+ Wilmington - Newark

10/10 Excellent
"Nice room "
Bico 1-night trip
Posted 3 days ago
Red Roof Inn PLUS+ Wilmington - Newark

Find out more about Odessa

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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 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.