Selby-on-the-Bay Vacation Rentals

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Dec 6 - Dec 7
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Vacation Rentals in Selby-on-the-Bay

TV, books, offices
Holly Hill Haven - Sleeps 10

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥31,221
￥87,604 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Holly Hill Haven - Sleeps 10
Fridge, microwave, oven, stovetop
Edgewater/Mayo Gateaway w/ Hot Tub

Vacation Home in Edgewater

9.8 out of 10, Exceptional, (25)
"Very clean, had everything we needed for our stay!"
United States
Jackie R.
The price is ￥46,133
￥110,904 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Edgewater/Mayo Gateaway w/ Hot Tub
Terrace/patio
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Houseboat in Arnold

10.0 out of 10, Exceptional, (6)
"Enjoyed the stay"
United States
Kedra B.
The price is ￥20,387
￥56,709 total
includes taxes & fees
Dec 15 - Dec 16
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Property grounds
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.

Houseboat in Edgewater

The price is ￥335,513
￥482,533 total
includes taxes & fees
Dec 7 - Dec 8
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Marina
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

Houseboat in Pasadena

The price is ￥24,138
￥65,588 total
includes taxes & fees
Dec 18 - Dec 19
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Marina
Charming Coastal/Country Home w/3 Acres & Sauna!

Vacation Home in Stevensville

9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is ￥10,601
￥38,570 total
includes taxes & fees
Dec 8 - Dec 9
Charming Coastal/Country Home w/3 Acres & Sauna!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in North Beach

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 ￥13,253
￥51,000 total
includes taxes & fees
Dec 7 - Dec 8
Walk to Beach! King Bed & Free Beach Passes
Marina
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (42)
"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 ￥11,417
￥39,434 total
includes taxes & fees
Dec 11 - Dec 12
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is ￥15,246
￥63,090 total
includes taxes & fees
Dec 7 - Dec 8
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is ￥19,882
￥42,973 total
includes taxes & fees
Dec 8 - Dec 9
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is ￥17,824
￥39,969 total
includes taxes & fees
Dec 7 - Dec 8
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star

Apartment in Annapolis

10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is ￥32,153
￥63,924 total
includes taxes & fees
Dec 7 - Dec 8
Waterfront Oasis of Annapolis Star
Smart TV, fireplace
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Vacation Home in Glen Burnie

8.0 out of 10, Very Good, (2)
"No problems close to everything, only gripe was it being a basement and little feet upstairs tend to be a bit lohd. However, just the bathroom alone made this property worth another stay"
United States
James D.
The price is ￥13,980
￥19,479 total
includes taxes & fees
Dec 7 - Dec 8
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Vacation Home in Arundel on the Bay

9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is ￥30,755
￥75,434 total
includes taxes & fees
Dec 8 - Dec 9
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Interior
Upscale Condo in Annapolis

Condo in Historic District

10.0 out of 10, Exceptional, (1)
"The host family was incredible to work with. Patient with details. Easy location walking distance to USNA and the stadium. "
United States
Jennifer H.
The price is ￥36,976
￥84,119 total
includes taxes & fees
Dec 16 - Dec 17
Upscale Condo in Annapolis
Fridge, microwave, oven, stovetop
Neptune by the Water - Pet Friendly Fenced Yard

Vacation Home in Cape Saint Claire

9.8 out of 10, Exceptional, (11)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
The price is ￥23,270
￥77,846 total
includes taxes & fees
Dec 9 - Dec 10
Neptune by the Water - Pet Friendly Fenced Yard
Exterior
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Vacation Home in Grasonville

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. "
United States
Joe C.
The price is ￥38,833
￥65,037 total
includes taxes & fees
Dec 8 - Dec 9
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Smart TV, fireplace, books, printers
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Cottage in Stevensville

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is ￥61,897
￥137,301 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
4 bedrooms, desk, iron/ironing board, travel crib
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Vacation Home in Homewood

9.8 out of 10, Exceptional, (8)
"This house was perfect for us! We love the ease of getting into town without having to drive and park in a parking garage. I would 10/10 recommend this house!"
United States
Elaina H.
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is ￥22,368
￥66,227 total
includes taxes & fees
Dec 7 - Dec 8
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Rooms are in the different buildings so we needed to check in to find out where we were staying. Parking is difficult so we chose to pay for valet. Loved the location and it was convenient for Midnight Madness shopping and to great restaurants."
Carolyn Alexandra 1-night trip
Posted 20 hours ago
Historic Inns of Annapolis

Find out more about Selby-on-the-Bay

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

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Frequently asked questions

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

Yes, there are vacation rentals near top attractions in Selby-on-the-Bay, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental in Selby-on-the-Bay?

Edgewater/Mayo Gateaway w/ Hot Tub: This highly rated vacation home rental in Selby-on-the-Bay offers a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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

Expedia has 6 vacation 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 larger area.

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

Vacation rentals are private accommodations you can stay in for a couple days or more in Selby-on-the-Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.