Holiday Rentals in Selby-on-the-Bay

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Holiday Rentals in Selby-on-the-Bay

Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
Kristin G.
The price is €453
includes taxes & fees
3 Nov - 4 Nov
Holly Hill Haven - Sleeps 10
Edgewater/Mayo Gateaway w/ Hot Tub
9.8 out of 10, Exceptional, (23)
"Very clean, had everything we needed for our stay!"
Jackie R.
The price is €523
includes taxes & fees
19 Oct - 20 Oct
Edgewater/Mayo Gateaway w/ Hot Tub
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
10.0 out of 10, Exceptional, (5)
"Great visit! Outstanding experience, beautiful houseboat, great views!"
Nathan M.
The price is €345
includes taxes & fees
20 Oct - 21 Oct
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
The price is €2,702
includes taxes & fees
18 Oct - 19 Oct
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
Aaron D.
The price is €266
includes taxes & fees
28 Oct - 29 Oct
Waterfront Getaway, Dock Your Boat & Play!
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (30)
"Nice and peaceful stay for a quick local getaway. "
Anthony R. M.
The price is €230
includes taxes & fees
21 Oct - 22 Oct
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
Stephanie S.
The price is €222
includes taxes & fees
19 Oct - 20 Oct
Relax on Kent Island in 3 Bedroom Home w/Waterview
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!"
Jennifer B.
The price is €331
includes taxes & fees
20 Oct - 21 Oct
Walk to Beach! King Bed & Free Beach Passes
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
The price is €244
includes taxes & fees
3 Nov - 4 Nov
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12)
"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. "
Joe C.
The price is €360
includes taxes & fees
20 Oct - 21 Oct
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (3)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
Ana S.
The price is €328
includes taxes & fees
28 Oct - 29 Oct
Luxury Pool Loft sleeps 4
Modern New Suite Close to US Capital and BWI Airport
7.0 out of 10, Good, (2)
"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "
Brittnie A.
The price is €127
includes taxes & fees
19 Oct - 20 Oct
Modern New Suite Close to US Capital and BWI Airport
New! Stylish downtown home w/awesome outdoor area!
9.8 out of 10, Exceptional, (25)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
Marjorie N.
The price is €503
includes taxes & fees
7 Nov - 8 Nov
New! Stylish downtown home w/awesome outdoor area!
Relaxing Getaway w/ Huge Lounge and Bedroom
2.0 star property
The price is €138
includes taxes & fees
22 Oct - 23 Oct
Relaxing Getaway w/ Huge Lounge and Bedroom
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (3)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
Paul C.
The price is €480
includes taxes & fees
11 Nov - 12 Nov
Annapolis Retreat - 7 mins from downtown Annapolis!
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
8.0 out of 10, Very good, (1)
"The property itself was very clean and cozy, and having our own private entry was also very nice. Towels and shower supplies were provided, and the bed was nice and comfortable. The host was also very kind and answered any questions we had. However, every morning we were woken up at around 7:30 am by someone (I assume children) stomping around right over our heads. There were also times we didn't really feel comfortable hanging out to watch TV in the living room area, because we could hear the...
Zach N.
The price is €111
includes taxes & fees
25 Oct - 26 Oct
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Cute bungalow blocks to Stadium
10.0 out of 10, Exceptional, (5)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
Tammy L.
The price is €448
includes taxes & fees
21 Oct - 22 Oct
Cute bungalow blocks to Stadium
Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (28)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
Jim G.
The price is €285
includes taxes & fees
2 Nov - 3 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (3)
"Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. "
Mark E.
The price is €394
includes taxes & fees
28 Oct - 29 Oct
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
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 €75 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?

Edgewater/Mayo Gateaway w/ Hot Tub: This highly rated holiday home rental in Selby-on-the-Bay offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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. Make the most of Access to hot tub in this rental home to help you unwind.

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 Annapolis Harbour Center 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.