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Compare 81 Vacation Homes in Odessa with updated reviews, rates, and availability.

Beachfront Sunsets on the Water at Oakwood Beach
Amazing sunsets!

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood Beach
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Outdoor dining

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Historic home in the heart of Main Street- walkable to shops and restaurants
Exterior detail

Historic home in the heart of Main Street- walkable to shops and restaurants

10.0 out of 10, Exceptional, (9)
"We really enjoyed the property. The location was within walking distance to the downtown area providing many food and shopping options. We were in MD for a lacrosse tournament which was minutes away from the house. The house was recently renovated, clean and bright. We had more than enough space for our group of 8."
The price is AED 859
AED 1,692 total
includes taxes & fees
2 Dec - 3 Dec
Historic home in the heart of Main Street- walkable to shops and restaurants
Ultimate Retreat @ Papermill Rd
Living area

Ultimate Retreat @ Papermill Rd

8.8 out of 10, Excellent, (5)
"Great weekend stay"
Ultimate Retreat @ Papermill Rd
Chesapeake City Quiet Overlook
Backyard looking from Ben Cardin trail and the C&D Canal

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook
Clean Sanitized upscale suite. One or two beds. Private Bath
Room

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

9.8 out of 10, Exceptional, (8)
"David did a great job with everything! Everything I needed was available for me"
The price is AED 309
AED 525 total
includes taxes & fees
9 Dec - 10 Dec
Clean Sanitized upscale suite. One or two beds. Private Bath
Beautiful Brick-Wall House in Historic Newcastle
Bathroom

Beautiful Brick-Wall House in Historic Newcastle

7.6 out of 10, Good, (10)
"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
Convenient, spacious 3BR 2.5BA WITH PARKING
Living area

Convenient, spacious 3BR 2.5BA WITH PARKING

10.0 out of 10, Exceptional, (1)
"Very nice townhouse close to lots of stores and restaurants."
Convenient, spacious 3BR 2.5BA WITH PARKING
Christiana Home
Living area

Christiana Home

The price is AED 826
AED 1,822 total
includes taxes & fees
2 Dec - 3 Dec
Christiana Home
Spacious North East Home w/ Fenced Yard & Fire Pit
North East Vacation Rental | 5BR | 3BA | 1,990 Sq Ft | Stairs Required

Spacious North East Home w/ Fenced Yard & Fire Pit

10.0 out of 10, Exceptional, (6)
"This was a wonderful home. The amenities were great, the home was clean and the communication couldn't have been better. "
Spacious North East Home w/ Fenced Yard & Fire Pit
White Clay Creek Cottage

White Clay Creek Cottage

10.0 out of 10, Exceptional, (1)
"The house was beautiful and nice. Only the way in and out posed any issue. Would definitely stay again. Perfect location and close to everything in the area. Lots of beautiful colors."
The price is AED 364
AED 724 total
includes taxes & fees
1 Dec - 2 Dec
White Clay Creek Cottage
Tip Of The Town Fresh and New 3 Bedroom Nest
Exterior

Tip Of The Town Fresh and New 3 Bedroom Nest

9.8 out of 10, Exceptional, (7)
"Loved the convenience to the town of South East and Blue Elk Vineyard. The property was very clean. Having an EV charger was so helpful."
The price is AED 588
AED 1,265 total
includes taxes & fees
2 Dec - 3 Dec
Tip Of The Town Fresh and New 3 Bedroom Nest
Saybrook Hall | Pickleball + Pool + Hot Tub
Saybrook Hall - historical colonial home upgraded to an modern, amenity packed vacation destination!

Saybrook Hall | Pickleball + Pool + Hot Tub

Saybrook Hall | Pickleball + Pool + Hot Tub
Charming 3-bedroom house with AC and WiFi in fabulous Newark
Outdoor dining

Charming 3-bedroom house with AC and WiFi in fabulous Newark

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a perfect place for family to stay during our wedding. The house was very clean and very well maintained. Would definitely recommend to anyone. Thanks again for letting us use your home. "
Charming 3-bedroom house with AC and WiFi in fabulous Newark
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Private kitchen

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

10.0 out of 10, Exceptional, (3)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.
The Riverside Oasis waterfront with hot tub

The Riverside Oasis waterfront with hot tub

10.0 out of 10, Exceptional, (1)
"We had a great weekend! The house was amazingly decorated. All the furnishings were comfy and soft. We loved it. There were plenty of games both indoor and outdoor to keep everyone busy. The views from pretty much every room were stunning. Can’t wait to come back!"
The Riverside Oasis waterfront with hot tub
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Miscellaneous

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

10.0 out of 10, Exceptional, (51)
"The house is roomy and was clean and well stocked."
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Welcome to Veazey Cove! This gorgeous blue pool and hot tub feature overlooking the lake and spacious backyard is a favorite of both kids and adults alike!

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

9.4 out of 10, Exceptional, (32)
"We had a great time in the pool, fishing off dock, paddle boarding, kayaking and swimming. The kids (5 under 8) loved playing in the bAsement."
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
House casino
Aerial view

House casino

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

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

9.8 out of 10, Exceptional, (100)
"Great stay - we were hardly there but the convenience of the location was great and everything was just as described. Thank you!"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
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 property types in Odessa

Beachfront Sunsets on the Water at Oakwood Beach
Amazing sunsets!

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood Beach
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
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
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Outdoor dining

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
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.