Holiday Rentals in Selby-on-the-Bay

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Our top choices for Selby-on-the-Bay holiday rentals

9.6 out of 10, Exceptional, (34 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is €237
includes taxes & fees
8 Mar - 9 Mar
Charming Coastal/Country Home w/3 Acres & Sauna!
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is €230
includes taxes & fees
10 Mar - 11 Mar
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
10.0 out of 10, Exceptional, (19 reviews)
"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 €276
includes taxes & fees
9 Mar - 10 Mar
Walk to Beach! King Bed & Free Beach Passes
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is €361
includes taxes & fees
9 Mar - 10 Mar
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.4 out of 10, Exceptional, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is €274
includes taxes & fees
8 Mar - 9 Mar
Large 2 bedroom house with private parking in a nice neighborhood
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is €412
includes taxes & fees
8 Mar - 9 Mar
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Holiday Home in Cape Saint Claire

Neptune by the Water - Pet Friendly Fenced Yard
9.8 out of 10, Exceptional, (11 reviews)
"The house had everything we needed for a comfortable stay. We would definitely recommend this place."
United States
Kelly D.
The price is €474
includes taxes & fees
9 Mar - 10 Mar
Neptune by the Water - Pet Friendly Fenced Yard

Holiday Home in Admiral Heights

Cute bungalow blocks to Stadium
9.8 out of 10, Exceptional, (8 reviews)
"Great property. Third time staying at property while visiting Annapolis. "
United States
Holly W.
The price is €432
includes taxes & fees
8 Mar - 9 Mar
Cute bungalow blocks to Stadium
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is €351
includes taxes & fees
6 Mar - 7 Mar
Waterfront Oasis of Annapolis Star
9.2 out of 10, Wonderful, (16 reviews)
"Nice little spot, very quiet "
United States
Susan S.
The price is €312
includes taxes & fees
9 Mar - 10 Mar
Wright's Cottage- Pet's Welcome & EV Charging
9.8 out of 10, Exceptional, (7 reviews)
"Great place!"
United States
Chris A.
The price is €328
includes taxes & fees
9 Mar - 10 Mar
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
9.4 out of 10, Exceptional, (14 reviews)
"No complaints"
United States
Shelby B.
The price is €101
includes taxes & fees
8 Mar - 9 Mar
Lower Level Loft - Adorable Studio Apt. Near BWI
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is €451
includes taxes & fees
17 Mar - 18 Mar
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Apartment in Cape Saint Claire

Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (4 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is €332
includes taxes & fees
6 Mar - 7 Mar
Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (32 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is €364
includes taxes & fees
15 Mar - 16 Mar
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
The price is €371
includes taxes & fees
6 Mar - 7 Mar
40' Bristol sailboat with spectacular views
8.8 out of 10, Excellent, (9 reviews)
"The property is lovely and the home is truly beautiful and comfortable. I highly recommend staying here; beautiful, peaceful--perfect."
United States
Jeffrey S.
The price is €321
includes taxes & fees
9 Mar - 10 Mar
The Hideaway Spot- Waterfront w/ Dock on Long Cove
10.0 out of 10, Exceptional, (3 reviews)
"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 €380
includes taxes & fees
5 Apr - 6 Apr
Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is €651
includes taxes & fees
18 Mar - 19 Mar
Historic Row Home | Hot Tub - 1 Block from Gate 1!
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 Selby-on-the-Bay Hotel Reviews

Find out more about Selby-on-the-Bay

Everything you need to know about Selby-on-the-Bay 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 Selby-on-the-Bay 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 Selby-on-the-Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Selby-on-the-Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Selby-on-the-Bay. 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 Selby-on-the-Bay 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 Selby-on-the-Bay holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Selby-on-the-Bay rentals

At Expedia, we put the best Selby-on-the-Bay 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 Selby-on-the-Bay 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 Selby-on-the-Bay 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 Selby-on-the-Bay. 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

Are there holiday rentals in Selby-on-the-Bay?

Yes, there are holiday rentals close to the most popular sights in Selby-on-the-Bay, 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 Selby-on-the-Bay has to offer?

Charming Annapolis WaterVIEW Home: This holiday home rental outside of Selby-on-the-Bay is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Selby-on-the-Bay?

Expedia has 6 holiday rentals for your stay in Selby-on-the-Bay.

What can I see and do in Selby-on-the-Bay?

Explore the area and family-friendly sights such as Annapolis Maritime Museum, or get out into nature at a spot like Maryland Quiet Waters Park. London Town and Triton Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Selby-on-the-Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Selby-on-the-Bay. Holiday rentals feature amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.