Holiday Rentals Odyssey from £215: Find Short-Term Rentals & Holiday Accommodations

Q: Can I find a holiday rental in Odyssey?

Yes, there are holiday rentals close to the most popular sights in Odyssey, or you can select a more secluded option if you're looking for a relaxing stay.

Q: What are some of the best holiday rentals that Odyssey has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Odyssey is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

Q: What can I see and do in Odyssey?

While exploring the area, visit family-friendly sights like Chesapeake Beach Water Park, or get outside and enjoy nature at Marlton Neighborhood Park. In the wider area, you’ll find Bayside History Museum and Rod n Reel Charter Fishing.

Q: What are holiday rentals like in Odyssey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Odyssey. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.

Check prices for these dates

In two weeks

In two months

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Our top choices for Odyssey holiday rentals

Admiral's Abode - Charming Retreat

Historic District

Jessica J.

Beach nearby, sun-loungers, beach towels

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

Pamela B.

includes taxes & fees

14 Jul - 15 Jul

Smart TV, fireplace, table football, ping pong

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Homewood

Dan B.

includes taxes & fees

22 Jun - 23 Jun

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven

includes taxes & fees

8 Jul - 9 Jul

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Prince Frederick

Robert R.

includes taxes & fees

5 Jul - 6 Jul

3-Bedroom Beach Home w/ Backyard

North Beach

includes taxes & fees

23 Jun - 24 Jun

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."

Brian

includes taxes & fees

30 Jun - 1 Jul

Sunset Cottage - West River Access and Views!

Shady Side

includes taxes & fees

22 Jun - 23 Jun

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Top Odyssey Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"We had an amazing stay at the Historic Inns of Annapolis and would absolutely stay here again. From the moment we arrived, the valet staff was incredible. Everyone was warm, welcoming, and genuinely helpful. One thing that really stood out was that they allowed us to keep our car with valet service until 2:00 p.m. on the day we checked out so we could spend a little more time exploring Annapolis before heading to the airport. That extra accommodation made a huge difference and was very much appreciated. The grounds and buildings are beautiful, and the historic charm throughout the property is amazing. Our room was comfortable, clean, and exactly what we hoped for in a historic inn. The only downside was the bathroom. The shower/tub area was very small. I'm not even 5 feet tall and barely 100 pounds, and it felt pretty cramped even for me. That said, it certainly wasn't enough to take away from an otherwise excellent stay. The bar was fantastic, and the bartender was awesome. I wish I could remember his name because he made the best chocolate martini I've ever had. While chatting with us, he even gave us a little tour of some of the downstairs historic lobby areas, which was such a nice touch and made us appreciate the property's history even more. Overall, everything was wonderful. Beautiful property, great staff, excellent service, and a perfect location. We'd absolutely stay here again and do it all over in a heartbeat."

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"We had a wonderful stay! The hotel was beautiful, very clean, and the staff was incredibly friendly and welcoming from the moment we walked through the door. We loved the little extras like the coffee station and cookies at the front desk. The pool and hot tub were also very clean and well-maintained. Although we only stayed one night, we were very impressed and would definitely stay here again if we're back in the area."

Find out more about Odyssey

Everything you need to know about Odyssey holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Odyssey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Odyssey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Odyssey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Odyssey. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Odyssey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Odyssey holiday rentals we have selected for you start as low as £215 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Odyssey rentals

At Expedia, we put the best Odyssey holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Odyssey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Odyssey holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Odyssey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Odyssey?

Yes, there are holiday rentals close to the most popular sights in Odyssey, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Odyssey has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Odyssey is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Odyssey?

While exploring the area, visit family-friendly sights like Chesapeake Beach Water Park, or get outside and enjoy nature at Marlton Neighborhood Park. In the wider area, you’ll find Bayside History Museum and Rod n Reel Charter Fishing.

What are holiday rentals like in Odyssey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Odyssey. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.

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