Odyssey Vacation Rentals

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Check prices for these dates

Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Vacation Rentals in Odyssey

5 bedrooms, iron/ironing board, free WiFi, bed sheets
Historic Downtown Luxury • USNA • Waterfront
Historic Downtown Luxury • USNA • Waterfront
The price is ￥33,724
￥78,227 total
includes taxes & fees
Nov 4 - Nov 5
Historic Downtown Luxury • USNA • Waterfront
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
The price is ￥16,007
￥45,207 total
includes taxes & fees
Nov 16 - Nov 17
Relax on Kent Island in 3 Bedroom Home w/Waterview
Beach nearby
Walk to Beach! King Bed & Free Beach Passes
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is ￥11,808
￥48,918 total
includes taxes & fees
Nov 4 - Nov 5
Walk to Beach! King Bed & Free Beach Passes
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
10.0 out of 10, Exceptional, (48)
"Lovely property."
United States
Melissa W.
The price is ￥17,401
￥39,502 total
includes taxes & fees
Nov 13 - Nov 14
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! "
United States
Georgina P.
The price is ￥19,711
￥42,603 total
includes taxes & fees
Nov 5 - Nov 6
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Marina
Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown Annapolis
10.0 out of 10, Exceptional, (71)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
The price is ￥18,479
￥48,101 total
includes taxes & fees
Nov 4 - Nov 5
Cozy 2br home w/ parking in downtown Annapolis
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (30)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is ￥20,622
￥69,372 total
includes taxes & fees
Nov 4 - Nov 5
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Property grounds
New Downtown Annapolis Condo With Free Parking
New Downtown Annapolis Condo With Free Parking
10.0 out of 10, Exceptional, (31)
"Beautiful condo, thoughtfully furnished, had everything you will need, clean and bright, super convenient location, and owners are very responsive and helpful. Loved our stay and hope to return!"
United States
Judy N.
The price is ￥22,945
￥57,054 total
includes taxes & fees
Nov 12 - Nov 13
New Downtown Annapolis Condo With Free Parking
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (4)
"Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. "
United States
Mark E.
The price is ￥22,175
￥66,007 total
includes taxes & fees
Nov 5 - Nov 6
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Interior
Historic Row Home 1 Block from Gate 1 at USNA!
Historic Row Home 1 Block from Gate 1 at USNA!
10.0 out of 10, Exceptional, (5)
"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "
United States
Katie S.
The price is ￥23,099
￥112,176 total
includes taxes & fees
Nov 11 - Nov 12
Historic Row Home 1 Block from Gate 1 at USNA!
3 bedrooms, iron/ironing board, travel crib, WiFi
★ Midcentury Modern Getaway ★ Prime Location ★
★ Midcentury Modern Getaway ★ Prime Location ★
10.0 out of 10, Exceptional, (35)
"This place is super cute and Ryan was very accommodating which made my life much simpler :) The location is perfect for walking around Downtown Annapolis and onto the Academy. We would definitely stay here again."
United States
Elizabeth B.
The price is ￥27,025
￥85,404 total
includes taxes & fees
Nov 4 - Nov 5
★ Midcentury Modern Getaway ★ Prime Location ★
Outdoor dining
Waterfront Getaway, Dock Your Boat & Play!
Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (3)
"Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!"
United States
Daniel K.
The price is ￥15,245
￥47,843 total
includes taxes & fees
Nov 4 - Nov 5
Waterfront Getaway, Dock Your Boat & Play!
Pool
Family Beach House: Spacious Deck, Grill & Views
Family Beach House: Spacious Deck, Grill & Views
9.0 out of 10, Wonderful, (6)
"This house could not have a better location. There’s a gorgeous beach right across the street. My family and I spent many hours walking the beach looking for beach glass and shark teeth, which were surprisingly plentiful. There was even a nice dock to fish on. The house is very well kept. The upstairs table on the patio was a favorite of mine. The owner was in constant contact. We had a blast."
United States
Jeff B.
The price is ￥25,408
￥67,162 total
includes taxes & fees
Dec 2 - Dec 3
Family Beach House: Spacious Deck, Grill & Views
Dining
Mins to DTA - King Beds - Parking
Mins to DTA - King Beds - Parking
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house & great location! We will definitely be returning! Thank you Jessica!"
United States
Holly W.
The price is ￥36,727
￥82,947 total
includes taxes & fees
Nov 5 - Nov 6
Mins to DTA - King Beds - Parking
Fridge, microwave, oven, stovetop
Annapolis Boat Life - Overnight Stays
Annapolis Boat Life - Overnight Stays
10.0 out of 10, Exceptional, (1)
"Great stay, host was super amazing and we had the best time!!"
United States
Kirstyn I.
The price is ￥29,913
￥38,435 total
includes taxes & fees
Dec 3 - Dec 4
Annapolis Boat Life - Overnight Stays
TV, books, offices
Holly Hill Haven - Sleeps 10
Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3)
"Only thing is I would better stock the kitchen. Other than that NO COMPLAINTS! Great location, great clean and comfortable home to host thanksgiving "
United States
Brittany B.
The price is ￥24,792
￥79,300 total
includes taxes & fees
Dec 2 - Dec 3
Holly Hill Haven - Sleeps 10
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is ￥30,490
￥74,784 total
includes taxes & fees
Nov 5 - Nov 6
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Fridge, microwave, oven, stovetop
Cute bungalow blocks to Stadium
Cute bungalow blocks to Stadium
10.0 out of 10, Exceptional, (5)
"We had a great stay in this property. The inside looks just like the pictures and feels like it was newly renovated. The kitchen and baths were spectacular. The location was great, it is less than 1/4 mile to the USNA Marine Corps Stadium and also has great access to West Street and all that has to offer. It's a nice quiet neighborhood, jogging trail right in front of the house, close to shopping and dining. The beds and linens were fresh and comfortable. The open floor plan layout...
United States
Tim G.
The price is ￥25,100
￥83,949 total
includes taxes & fees
Nov 12 - Nov 13
Cute bungalow blocks to Stadium
Fridge, microwave, oven, stovetop
All Star Annapolis Retreat - Walk to Stadium
All Star Annapolis Retreat - Walk to Stadium
10.0 out of 10, Exceptional, (6)
"Everything was high end and clean. The location was great- very close to navy stadium and in walking distance to a few restaurants (.5 -1 mile).Thank you for a great stay!"
United States
Susanne G.
The price is ￥31,260
￥102,698 total
includes taxes & fees
Nov 4 - Nov 5
All Star Annapolis Retreat - Walk to Stadium
Microwave, oven, stovetop, dishwasher
Annapolis Retreat - 7 mins from downtown Annapolis!
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (4)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥26,024
￥82,156 total
includes taxes & fees
Nov 11 - Nov 12
Annapolis Retreat - 7 mins from downtown Annapolis!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Odyssey Hotel Reviews

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"My stay a"
Patricia 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Largo/Washington DC

Find out more about Odyssey

Search for holiday rentals in Odyssey on Expedia! You can easily find your home rentals, villas, holiday apartments in Odyssey using one of the methods below:

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Look no further and take a look at our great range of rental properties in Odyssey!

Frequently asked questions

Can I find a vacation rental in Odyssey?

Yes, we give you a choice of vacation rentals near top local attractions in Odyssey, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Odyssey?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: This vacation home rental near Odyssey is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a hot tub so you can immerse yourself in your vacation.

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 Merkle Wildlife Sanctuary. In the larger area, you’ll find Fridays Creek Winery and Bayside History Museum.

What are vacation rentals like in Odyssey?

Vacation rentals are privately owned accommodations you can book for several days or more in Odyssey. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.