Vacation rentals in Odessa

Modish Cottage w/Bar Shed Charm!

Welcome to your perfect getaway in the heart of historic Chesapeake City! Just steps away from local restaurants, nightlife, boutique shops and scenic canal views, you'll love exploring all this waterfront town has to offer. Inside, a stylish retreat for relaxing. But the real gem...the back yard. Kick back with a drink at the bar shed, grill a meal, and gather around the fire pit to relax under the stars. Don't forget your bike (for the bike trail) or kayak for the more adventurous at heart!

Charming Fully Equipped Private Guest Suite Studio

Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Private Guest Suite

Our suite features a 3-speed ceiling fan with dimmable overhead lighting, a kitchenette, a bidet toilet, an office nook, and more. While this space is most comfortable for 2 people, up to 2 additional people may be added to your reservation for a fee and we will provide an air mattress. Please note: our home shares a small mud room-style entrance with the guest suite, however the suite has a lock and is private with its own bedroom, bathroom, and kitchenette. We look forward to hosting you!

Luxury Townhome w/free parking

Welcome to this luxurious, updated and stylish home that is centrally located, yet tucked away in a peaceful area with inside & outside dining. This 2 bed/1.5 bath home is has beautiful lighting, laminated floors, high ceilings, large rooms w/king bed & comfortable sofa for reading or relaxing in the master bedroom. The second room has 2 full beds. The kitchen is updated with all the necessary appliances and utensils that even a chef would enjoy and flows into the classy living/dining area.

The Parent Pad - an Interlude for UD Parents

Whether you’re traveling for a campus visit or returning for Parents weekend, or just passing through I provide a convenient, comfortable resting place between events. Perfect for Grandparents coming in for a graduation, or parents supporting their student during finals week. The Parent Pad is a perfect distance from the raucous of the college life, yet close enough for convenience to UD Stadium and sports complex. A safe place for students during holidays when Dorm cleaning occurs, too.

Cozy Loft Above Ink Shop

Welcome to your cozy retreat above our tattoo studio! This stylish 1-bedroom apartment offers a comfortable, private space with modern touches and plenty of charm. Enjoy a comfy living area with a Smart TV, a private bedroom, and a full kitchen. Perfect for solo travelers, couples, or those visiting for tattoo appointments, this space combines comfort with convenience. Please note: the apartment is located above an active tattoo studio. Come stay, relax, and experience a vibe.

Cozy and private annex

Conveniently located in Newark, this cozy and private one bedroom mother in-law suite is attached to the main house. The unit is comfortable for 2 people. It has a private entrance, TV, full bathroom and a kitchenette with almost all the amenities of home. Perfect for business professional on- the- go or getaway. 15 min away from University of Delaware, Christiana Mall and many local restaurants and bars. Host lives on site full-time. ***Must be 25+ years and older to book ****

Countryside-Stable House-Open Studio-Perfect for 2

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Country Getaway to Villa Roadstown Art Studio Loft

Feel welcomed as you relax at a rustic and tranquil getaway in the historic hamlet of Roadstown in rural South Jersey with its nature preserves and waterways set among farmlands and fields. Be at home in a renovated art studio adjacent to the Obediah Robbins House c.1769. Your comfort needs are met with a well equipped kitchenette, lounge, workspace, and rain shower bath. Retire upstairs to a loft room complete with cozy reading corner and a comfy queen bed.

NBR Farms Guest House

Serene Farm Getaway. Escape to a peaceful retreat on a private estate. Immerse yourself in the tranquility of nature as you explore the sprawling grounds, featuring picturesque apple orchards and peaceful fishing ponds. Enjoy 3-bedroom guest house. Relax and unwind in the rejuvenating hot tub or indulge in a luxurious soak in the Jacuzzi. This serene farm getaway offers the perfect retreat. Bring your furry friend along to enjoy the scenic surroundings together

Beachfront Sunsets on the Water at Oakwood Beach

You’ll instantly relax when you arrive at this private beachfront home on the beautiful Delaware River (2020 River of the year!). This hidden gem is off the beaten path, making it perfect for you to escape the hustle and bustle of your busy day-to-day. You’ll love the amazing sunsets and water fun — walk out the back door directly onto the large deck and sandy beach. Message us for information about the local wineries and distilleries or for kayaking!

Vista 27 Luxury Ches City Apt on Waterfront Farm

Looking for chic, elegant, and historical? Look no further, step back in time to one of Marylands most historic and celebrated horse farms while staying in an upscale Manhattanesque suite. Enjoy the luxury of nature while staying in a luxury appointed apartment overlooking a pond and within steps of the Bohemia River. Enjoy coffee on your private deck overlooking the pond and horse pastures in this newly appointed getaway.