Odyssey Holiday Rentals from €659: Search Short-Term Rentals

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Holiday Rentals in Odyssey

"Beautiful, spacious, the highlight was the view of the bay. Definitely will be back"

"We had a wonderful stay on this luxurious houseboat! Clean, comfortable & fun and Julia is an excellent host. We highly recommend Julia's Arc!"

"Would stay again."

"Great time!! Floridians playing in the snow!! Cozy fire afterwards in the fireplace. Picturesque drive up to the Navy Cabin, deer playing in the snow too."

"This is the best VRBO my family has stayed in. Location is unbeatable, the house is clean, spacious, and cozy and the host is communicative. It has been the perfect house for my family to stay at two years in a row for Christmas now! Love it! "

"Great house. Had everything you need for a vacation rental. Had great views, watched ducks and eagles. Got sharks teeth from beach. Definitely recommend to ones seeking Bayfront getaway."

"We really enjoyed our stay at The Blue Crab Beach House. The home was very clean and well accessorized. The host was very responsive and I would definitely come stay again !"

"I currently live in this complex, and I rented this condo for my parents to come stay a few days while I recovered from surgery. Joe and Beth were extremely accommodating and kept communication with my parents while they stayed (but also didn't bug them!). I was thankful to have such an easy process for my older parents and they are already talking about coming back down again because they enjoyed their stay so much!"

"We really enjoyed this property. It was clean and tidy. Checking in was simple. Parking was straightforward once we noticed the markers giving us clear instructions. The kitchen has everything you need. I stayed in the downstairs bedroom, and the bed and pillows were very comfortable. The downstairs shower is small, but the water pressure is good. Everyone who stayed upstairs enjoyed the amenities. Definitely will try to rent this again for the next time we visit Annapolis."

includes taxes & fees

23 Feb - 24 Feb

"Couldn’t be happier with our stay. The house was exactly as pictured. Neighborhood was quiet with a small town feel. Most of the major appliances appeared relatively new, the beds were comfortable and the house was staffed with an abundance of linens and towels. Front and back yards are completely fenced in which is perfect for those with small dogs. North Beach is only a short drive from College Park, Baltimore and Annapolis. Check in was a breeze. Would definitely consider staying there...

"This lovely home sets in a beautful location. The hosts are available and accommodating. They are definitely available if needed. The house itself is very comfy. All amenities you need are there. "

"This home is a wonderful place to stay. We enjoyed so much about it: the fully-equipped kitchen with spices and every appliance you might need, bathrooms with rain showers/good water pressure, decks for outdoor lounging, plenty of space and nice furnishings in the living room, and a quiet neighborhood that isn't too far away from the downtown area. We would love to come back again!"

"One of if not the best VRBO I have ever stayed in. Incredible property and host"

"Great property and location to everything is ideal. Would definitely book this place again. "

"Loved the house, we were glad to be able to book it on short notice for a large group! Beds were insanely comfortable, and the house had everything we needed. It was clean, comfortable, and a fantastic location. Only downside is that the common areas (living room/kitchen/dining area) are a bit small if you have a larger group (8). Overall a great stay and would stay again!!"

"I visited my midshipman and I couldn’t have asked for a better place! Very comfortable & spacious-yet not too big. It was as if we were home. Location was awesome. Mike was great with immediate communication-especially in preparing us with info well before our check in day! I would definitely stay here again! "

"The property is beautiful. The house is spacious and has comfortable beds and excellent bathrooms. There were some things that could make a stay so much better. The bedrooms need at least one chair. Although there were books in a drawer with directions for the high end appliances, each one should have a quick explanation on usage next to it. The information said the table seated 8 and yet there were only six chairs! A putting green was described and even showed a picture of one in the original...

"Such a wonderful experience staying in this poperty for a couple of days. Walking distance to everything. Jennifer was a pleasure and very responsive. May make this an annual visit! Loved Annapolis!"

includes taxes & fees

24 Feb - 25 Feb

"Our group could not say enough good things about this house! Every room had a bathroom and it was very comfortable for a big group. Hot tub and dock were so nice. Many of our friends said they’d rent the house again for a different trip!"

"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"

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"Hotel was nice and affordable. "

includes taxes & fees

26 Feb - 27 Feb

"Great hotel! Very clean room and common areas. The staff was extremely friendly and accommodating and the location was perfect! Easily walkable to restaurant, bars, shopping and morning coffee! "

includes taxes & fees

16 Mar - 17 Mar

"Great location in Annapolis right in the center of everything. I did not realize that this hotel is actually 3 separate buildings some distance apart in the downtown. But they helped us to get to the building we were in. Parking with the hotel was $40 which was an unexpected additional expense. "

includes taxes & fees

3 Mar - 4 Mar

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 €659 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.

Recent reviews of Odyssey properties

5/5 Excellent

"The one was enormous for two TVs"

A verified traveller stayed at SpringHill Suites by Marriott Annapolis

Posted 8 hours ago

5/5 Excellent

"The two bedroom suite is spacious and comfortable. The fireplace adds warmth and a wonderful, cozy feeling. It's nice to have an oven to make home cooked meals and in our case cookies. The beds are comfortable. Staff is super friendly. We will seek out Sonestas every time we travel. "

A verified traveller stayed at Sonesta ES Suites Annapolis

Posted 2 days ago

Holiday Inn Express I-95 Capitol Beltway-Largo, an IHG Hotel

5/5 Excellent

"We were in town for a Cheer Comp at Showplace Arena. This location is convenient to that facility. We enjoyed the pool (although it is small and loud if it's crowded). There is plenty of free parking and the rooms were a nice size. The beds were comfy (if you like a soft bed). The water pressure is AMAZING!! The breakfast options were plentiful and the food was kept filled and fresh. I liked that breakfast was from 6-10 even on the weekends as most places don't start until 7 and cheer comp arrival times can be super early and we often miss out on breakfast at other places. The best part about this hotel is the STAFF. Everyone we encountered (from Front Desk to the Breakfast Staff to the Cleaning Staff) was absolutely kind, courteous and helpful. We will definitely book here again when in the area. "

A verified traveller stayed at Holiday Inn Express I-95 Capitol Beltway-Largo, an IHG Hotel

Posted 2 days ago

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?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: This holiday home rental outside of Odyssey is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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 Jug Bay Wetlands Sanctuary. 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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Holiday Rentals in Odyssey

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Check prices for these dates

Holiday Rentals in Odyssey

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland

The Lazy Crab Beach House - Free beach passes

The Lazy Crab Beach House - Free beach passes

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Beautiful Historic Home With Great Location!

Beautiful Historic Home With Great Location!

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock

3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy

3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy

Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

7 mins away from Downtown Annapolis

7 mins away from Downtown Annapolis

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub

Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown

Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater

Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater

Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock

Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock

Other types of properties in Odyssey you may be interested in

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis

Find out more about Odyssey

Find out more about Odyssey

Recent reviews of Odyssey properties

Recent reviews of Odyssey properties

SpringHill Suites by Marriott Annapolis

Frequently asked questions