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Selby-on-the-Bay Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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

A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

1. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, 5, (5 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is AU$1,026
includes taxes & fees
20 Sept - 21 Sept
Family Home on Mayo Peninsula | Deck | Sleeps 10
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

2. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, 55, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is AU$423
includes taxes & fees
16 Sept - 17 Sept
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A house with a brick exterior, a front porch with a bench, and hanging flower baskets.

3. The Harness Creek Retreat in Annapolis

The Harness Creek Retreat in Annapolis
Hillsmere
The price is AU$609
includes taxes & fees
16 Sept - 17 Sept
The Harness Creek Retreat in Annapolis
A calm lake with a sandy shore, surrounded by trees and houses.

4. Londontowne Home | Beach | 3BR

Londontowne Home | Beach | 3BR
Edgewater
9.4 out of 10, 3, (3 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is AU$1,191
includes taxes & fees
27 Sept - 28 Sept
Londontowne Home | Beach | 3BR
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

5. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, 6, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is AU$848
includes taxes & fees
6 Oct - 7 Oct
Annapolis Retreat - 7 mins from downtown Annapolis!
A wooden dock extending into a calm body of water with boats docked at the end.

6. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, 86, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is AU$609
includes taxes & fees
16 Sept - 17 Sept
Cozy 2br home w/ parking in downtown Annapolis
A beach with chairs and a pier in the background.

7. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, 19, (19 reviews)
"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."
United States
Sharon Z.
The price is AU$721
includes taxes & fees
16 Sept - 17 Sept
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A spacious living room with a sofa set, a coffee table, and a chair. There is a painting on the wall and a window providing natural light.

8. Londontowne Rancher | 3BR | Near Waterfront

Londontowne Rancher | 3BR | Near Waterfront
Edgewater
7.0 out of 10, 2, (2 reviews)
"The house was much smaller then it originally appeared to be in the listing photos and what they had available was the bare minimum. The neighborhood was rowdy and there was screaming late into the night. The shower also sprayed water all over the floor and caused a massive puddle. The house was overall nice and clean but not worth the price that it was listed for. A hotel would have much better accommodated our needs. "
United States
rebekah h.
The price is AU$988
includes taxes & fees
17 Sept - 18 Sept
Londontowne Rancher | 3BR | Near Waterfront
A deck with outdoor furniture, a red door, and a house with windows.

9. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
9.0 out of 10, 2, (2 reviews)
"The location was spectacular, the host was communicative, and we had a great time! A beautiful and clean home with everything needed to make a trip a success. One small issue with some needed essentials meant a quick run to the store (TP!) but otherwise a great location, great stay, and would stay again!"
United States
David S.
The price is AU$339
includes taxes & fees
21 Sept - 22 Sept
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

10. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, 3, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is AU$696
includes taxes & fees
12 Oct - 13 Oct
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

11. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.8 out of 10, 13, (13 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is AU$923
includes taxes & fees
4 Oct - 5 Oct
Renovated Bungalow | Walk to Beach | Dog-Friendly
A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

12. Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, 4, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is AU$750
includes taxes & fees
23 Sept - 24 Sept
Upscale Condo in Annapolis w/Private Parking
A kitchen with wooden cabinets, a central island with stools, a refrigerator, and a brick accent wall.

13. Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
10.0 out of 10, 1, (1 review)
"The host was very responsive to questions and very easy to communicate with. The house was amazing and so close to downtown. Would definitely stay again!"
United States
Colleen W.
The price is AU$1,018
includes taxes & fees
16 Sept - 17 Sept
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
A modern kitchen with a central island, built-in oven, and microwave.

14. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, 11, (11 reviews)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is AU$741
includes taxes & fees
16 Sept - 17 Sept
Cute bungalow blocks to Stadium
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

15. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, 4, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is AU$617
includes taxes & fees
21 Sept - 22 Sept
Dean Street's Lower Deck House!
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

16. Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, 7, (7 reviews)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
The price is AU$1,675
includes taxes & fees
16 Sept - 17 Sept
Luxe Row Home Steps to USNA Gate 3!

17. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
9.0 out of 10, 10, (10 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 AU$793
includes taxes & fees
16 Sept - 17 Sept
Historic Row Home | Hot Tub - 1 Block from Gate 1!
A covered outdoor area with a view of the water, a wicker chair, a table with a plant, and a sofa with pillows.

18. Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, 77, (77 reviews)
"Our family had a wonderful stay at your beautiful home! The views are to die for! House was very clean with all equipment and kitchen appliances all available! Very happy with our stay! "
United States
Whitney M.
The price is AU$1,052
includes taxes & fees
16 Sept - 17 Sept
Charming Annapolis WaterVIEW Home
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

19. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, 22, (22 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is AU$320
includes taxes & fees
20 Sept - 21 Sept
Cute, Cozy 2-bedroom house near Annapolis with water access

20. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, 6, (6 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 AU$660
includes taxes & fees
17 Sept - 18 Sept
Pool Loft Suite | Bay Access & Beach Passes
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

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Room was clean and staff were helpful. The breakfast was a bit disappointing. The pool was nice. The jacuzzi was underwhelming."
Larry 1-night trip
Posted 3 hours ago
Courtyard by Marriott Annapolis

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, 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 favourite 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 depend 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 AU$320 per night. Entering your travel dates in the search wizard might find you 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 Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This holiday home rental outside of Selby-on-the-Bay is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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

Expedia has 5 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.