Holiday houses 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.

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

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.

Connection Pointe•River views•Quiet•Peaceful

Connection Pointe is a great getaway for your family vacation or to reconnect with friends, you will be sure to enjoy this beautiful property that sits right along the Sassafras River, it is quiet and peaceful with amazing views from the house and the screened in deck. Come enjoy the sounds of nature as you take time to relax and refocus! There is no boat access to the river from the property. There is a fairly steep bank going down to the river, so please be mindful of this with children.

Quaint 1st floor 1 BR apt in Historic Firehouse

1 bedroom apt. in historic building in town (1800's Firehouse). Newly remodeled for those looking for quaint getaway. Within sight of small park with gazebo, coffee shop (old Town hall), 1 block to local pizza shop. Just a short drive to Smyrna where you will find anything else you are needing. Central to the beach, the bay, Baltimore, Philadelphia, Lancaster, and so many small towns along the way. Anything you dont find in Smyrna we have Dover to the south or Middletown to the north.

Countryside-Stable House-Open Studio-Quiet 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

Tiny Home on a Farm

Escape to nature in our cozy 12x12 A-Frame tiny home cabin at Huck and Buck Farm, perfect for two guests. Enjoy a queen bed, mini fridge, microwave, and Keurig for your convenience. Relax in your private hot tub, lounge in the hammocks, or gather by the fire pit under the stars. A short walk leads to a luxury bathhouse with a hot shower and flushing toilets. Pet-friendly with free parking, surrounded by farm animals, gardens, and fresh seasonal food for a peaceful getaway.

KING BED - The Mercury B & B (Gift Card Inc.)

This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

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.

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

The Little Gem Cottage/ EV charging station

Little Gem Cottage is the perfect place for a couples getaway! Come enjoy this peaceful countryside setting. We are only minutes from Delaware State University and some of Delaware’s major attractions like Dover Air Base and Dover Motor Speedway This property has it’s own Level 2 multi port EV charging station!