Holiday houses in Odessa

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Top-rated holiday rentals in Odessa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Yurt in Elkton

5.0 out of 5 average rating, 105 reviews

Creekside Forest Nature Retreat : Mongolian Yurt

Wake up to birds singing! Enjoy 55 private, peaceful acres with abundant forest wildlife. Hawks, owls, deer and more! Our Mongolian-style yurt is 200 sq. feet with a full bed, solar shower(summer), pop-up private flushing poddie, hammock, fan, lights, wood stove (winter), grill and fire pit. Optional packages include, Farm to table Cornish hen dinner delivered ($39), S'mores $12, extra firewood ($10), one hour farm tour ($40) which includes feeding cows, holding chickens and visiting our apiary.

6 – 13 July

$1,381 AUD total

Guest favourite

Guest suite in Smyrna

4.82 out of 5 average rating, 113 reviews

King's Landing, Simple & Unique

Our charming home, built circa 1800's, updated with addition's in the 1930's and brought into the 21st century, totally revamped and modernized, 2020. Located within walking distance of downtown Historical Smyrna, where charming pubs and stores await you. Enter your quarters, through the 'Milk Room', pass your private full bath, by the spiral staircase to your spacious private bedroom suite, nestled below a cathedral ceiling on the second floor. Oh, Dover Downs and Wesley college are close by

4 – 11 Dec

$1,551 AUD total

Guest favourite

Guest suite in New Castle

4.91 out of 5 average rating, 147 reviews

Private Cozy Suburban Master Suite & Sport Room

Must see! Private entrance & parking! Forget your worries in this spacious, exclusive and serene space. Your stay is in an apartment style finished basement almost the size of the house foundation! A Queen size master bedroom, a day bed with two twin beds, a treadmill, a full-size pool table, massage chair, 4 TV’s, Netflix, heated fireplace, living room, fridge, kitchen area. Microwave, iron & more! A short walk to the Kirkwood field and many local shops. Just 10 minutes from Mall & Hospital

5 – 12 Sept

$1,497 AUD total

Guest favourite

Guest suite in Newark

4.99 out of 5 average rating, 169 reviews

Spacious, light filled studio 2 blocks from UDel

Our quiet, private studio is located in the historic Old Newark neighborhood, next to the Univ of Delaware, only a few minutes' walk to the center of downtown Newark. Newark is a thriving college town with restaurants, history museum, library, small stores erc. The studio is in a quiet, friendly, safe, historic and walkable neighborhood. If you are looking for privacy and serenity in this charming town, this is the place! Guests describe our studio as immaculately clean, private and calming.

5 – 10 May

$947 AUD total

Guest favourite

Home in Rising Sun

4.95 out of 5 average rating, 239 reviews

Home Away from Home in Rising Sun, MD

PLEASE READ: Children under 12 years of age are not suitable for this home. Check in:3-8pm can be flexible to fit your schedule.Check out: 11am This home has a living room, kitchen and dining area, two bedrooms and a full bath. No pets! THE THIRD BEDROOM is a master suite that can be added for an ADDITIONAL CHARGE. It includes a living area, queen bed, bathroom and kitchenette. Ask for more details. This home is very comfy and has a history room from family collectibles dating back to 1854.

14 – 21 July

$1,587 AUD total

Guest favourite

Apartment in Frederica

4.96 out of 5 average rating, 257 reviews

Smokefree Lakeside Relaxation

Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!

14 – 21 Mar

$1,038 AUD total

Guest favourite

Guest suite in Chestertown

4.99 out of 5 average rating, 191 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

1 – 8 Oct

$1,697 AUD total

Guest favourite

Cottage in North East

4.97 out of 5 average rating, 436 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.

10 – 17 Dec

$1,379 AUD total

Guest favourite

Cottage in North East

4.94 out of 5 average rating, 279 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

14 – 21 Nov

$1,243 AUD total

Guest favourite

Guesthouse in Wilmington

4.84 out of 5 average rating, 365 reviews

Beautiful Modern Fully Equipped Private Guesthouse

Beautiful and modern brand new private apartment. This space is brand new and fully sanitized at all moments. Completely separate space with private entrance, patio, bathroom and kitchenette. Enjoy Netflix on our extra large living room tv or a glass of wine from our honor bar! Location is excellent in a beautiful safe neighborhood with convenient access to I-95, downtown Wilmington and shopping centers.

27 May – 3 June

$1,156 AUD total

Guest favourite

Cottage in Coatesville

5.0 out of 5 average rating, 202 reviews

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.

18 – 25 Nov

$2,250 AUD total

Guest favourite

Apartment in Chesapeake City

4.93 out of 5 average rating, 141 reviews

Bohemia Vista CC Horse Farm Apartment

Comfortable and private, 10 minutes from Chesapeake City This private apartment comes with a basic kitchen, private bedroom with king sized bed, common area twin bed, sitting area, bath with a jacuzzi tub, and expansive views of farmland and horses. Private entrance and use of private laundry room included.

16 – 23 Nov

$1,586 AUD total