Holiday rentals in Odessa

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Top-rated holiday rentals in Odessa

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Guest favourite
A stylish living space features a dark blue sofa adorned with colorful throw pillows. A natural wood coffee table occupies the center, complemented by a decorative bowl. The backdrop displays floral wallpaper, creating an engaging and lively atmosphere.
Flat in Chesapeake City
4.97 out of 5 average rating, 36 reviews

The Pearl: A hip & cozy canal-side apartment

The Pearl is located in the heart of historic Chesapeake City; just steps from all the boutiques, restaurants & nightlife with a lovely view of the C&D Canal. It's cozy, but functional with 2 workspaces, 2 bedrooms & all the amenities you'd want in your home away! We provide a Nespresso machine & excellent coffee, snacks, sparkling water, full kitchen,etc. It's got a 70s vibe, an eclectic combo of euro/scan/boho hip! It's not your usual Victorian spot. Come stay with us, you won't regret it!

Guest favourite
A spacious living area is shown, featuring a well-equipped kitchen, dining space for four, and a cozy seating area. Light green chairs provide a pop of color, while a large mirror reflects the room's dimensions. Soft natural light filters in from the window.
Guest suite in Newark
4.96 out of 5 average rating, 181 reviews

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.

Top guest favourite
A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.
Cottage in North East
4.98 out of 5 average rating, 644 reviews

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.

Top guest favourite
Home in Middletown
5 out of 5 average rating, 11 reviews

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!

Guest favourite
A small dining table with two black chairs is positioned next to a low coffee table adorned with decorative vases. The warm walls complement a soft area rug, while a lamp illuminates the cozy space, creating a comfortable setting for relaxation.
Flat in Bear
4.84 out of 5 average rating, 45 reviews

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.

Top guest favourite
A cozy living area features a dark leather sofa with blue accent pillows, complemented by a round coffee table. Colorful wall art adorns the light blue walls, and natural light enters through the window. Two doors lead to separate areas, enhancing accessibility.
Flat in Newark
5 out of 5 average rating, 18 reviews

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 ****

Top guest favourite
A cozy living area features a green sofa adorned with colorful cushions. A wooden coffee table holds a bouquet of flowers. The kitchenette is equipped with modern appliances, including a refrigerator and stove, surrounded by light-colored cabinets and decorative accents.
Guest suite in Newark
4.99 out of 5 average rating, 110 reviews

Inviting, comfortable & private suite near Univ.

Enjoy this comfortable, relaxing guest suite with a kitchenette in a desirable and quiet neighborhood in Newark. Close to Downtown and Main St, this is a great base to explore the area and the University. We are less than 3 miles from the University and Main Street. The suite is tastefully furnished in a neighborhood with mature trees. It is totally private, with a separate entrance and a keypad for self check in. Parking is available in the driveway. Truly a serene getaway!

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guest house in Elkton
4.91 out of 5 average rating, 174 reviews

Countryside-Stablehouse-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

Top guest favourite
A spacious room features a king-sized bed framed by framed photographs. A wooden chair sits beside a small table with a plant. Sliding glass doors open to a private balcony, allowing natural light to fill the space.
Guest suite in Peach Bottom
5 out of 5 average rating, 166 reviews

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Guest favourite
An open living space features a dining area with a round wooden table and three chairs. A comfortable seating area includes a dark couch and a patterned rug. Natural light enters through the sliding door, which leads to the outdoor balcony. Decorative elements include a plant and artwork on the wall.
Townhouse in Middletown
4.92 out of 5 average rating, 66 reviews

Spacious 3 bed/1.5 bath townhome with free parking

Relax in this lovely 3 bedroom, 1.5 bath townhome with free parking on premises. This home is close to parks, beaches, fine dining, bowling, art activities, theater, walking trails & much more. The home has ample space for you and your family to enjoy. There is a full kitchen, living and dining area, laundry room, 3 bedrooms and a balcony. There is opportunity for short stays and longer stays.....send us a message. Don't forget Tax-Free shopping in Delaware!

Top guest favourite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 107 reviews

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.

Guest favourite
The exterior of the two-unit apartment building is presented, showcasing a covered porch with seating and steps leading to the second floor. Surrounding grassy areas and trees contribute to a serene atmosphere, with fields visible in the distance.
Flat in New Castle
4.88 out of 5 average rating, 444 reviews

Blue Tranquility-Pvt Apt for Quiet Rest

Blue Tranquility is the first floor apartment (apartment A) in a two unit apartment building. It is a cozy one bedroom unit with a large covered porch located on the grounds of the famous Egyptian house. The unit is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Popular amenities for Odessa holiday rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. New Castle County
  5. Odessa