Taylors Island Vacation Rentals

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Our top choices for Taylors Island vacation rentals

9.6 out of 10, Exceptional, (4 reviews)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
$279 nightly
The price is $296
Jan 19 - Jan 20
Total with taxes and fees
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
9.8 out of 10, Exceptional, (40 reviews)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
$252 nightly
The price is $267
Jan 26 - Jan 27
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (11 reviews)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
$322 nightly
The price is $341
Feb 3 - Feb 4
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
10.0 out of 10, Exceptional, (10 reviews)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
$333 nightly
The price is $353
Feb 2 - Feb 3
Total with taxes and fees
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
9.6 out of 10, Exceptional, (20 reviews)
"Very clean, and very comfortable beds."
United States
Edward R.
$327 nightly
The price is $347
Feb 2 - Feb 3
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
10.0 out of 10, Exceptional, (17 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.
$277 nightly
The price is $306
Jan 22 - Jan 23
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (7 reviews)
"Location very convenient, flat beautiful, clean, very friendly, respo sive and accommodating hostess! Thank you!"
United States
Solveig S.
$337 nightly
The price is $357
Jan 19 - Jan 20
Total with taxes and fees
Station House East: Upscale Loft in the Historic District Cambridge, MD
10.0 out of 10, Exceptional, (31 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$358 nightly
The price is $395
Jan 22 - Jan 23
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42 reviews)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
$300 nightly
The price is $317
Jan 19 - Jan 20
Total with taxes and fees
Cottage Located on the Patuxent River!
8.4 out of 10, Very Good, (6 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
$275 nightly
The price is $292
Jan 23 - Jan 24
Total with taxes and fees
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
10.0 out of 10, Exceptional, (50 reviews)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
$352 nightly
The price is $373
Jan 21 - Jan 22
Total with taxes and fees
Beautiful Waterfront Retreat in Cambridge!
3.0 star property
$754 nightly
The price is $837
Jan 19 - Jan 20
Total with taxes and fees
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Apartment in Cambridge

Sailwinds Loft at Cambridge Creek
10.0 out of 10, Exceptional, (24 reviews)
"What a great place to relax after exploring and enjoying the area. Definitely will visit again "
United States
Chris S.
$240 nightly
The price is $254
Jan 22 - Jan 23
Total with taxes and fees
Sailwinds Loft at Cambridge Creek

Vacation Home in Solomons

4-BR Waterfront Turret Home
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
$677 nightly
The price is $748
Jan 21 - Jan 22
Total with taxes and fees
4-BR Waterfront Turret Home
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
$309 nightly
The price is $328
Jan 19 - Jan 20
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Vacation Home in Woolford

Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (51 reviews)
"Great place, will stay again"
United States
Matt S.
$256 nightly
The price is $271
Jan 19 - Jan 20
Total with taxes and fees
Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (8 reviews)
"Everything was amazing. "
United States
Lorie S.
$385 nightly
The price is $408
Jan 25 - Jan 26
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
$880 nightly
The price is $887
Jan 20 - Jan 21
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
10.0 out of 10, Exceptional, (14 reviews)
"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"
United States
Sandy S.
$498 nightly
The price is $528
Jan 20 - Jan 21
Total with taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
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 Taylors Island Hotel Reviews

Find out more about Taylors Island

Everything you need to know about Taylors Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Taylors Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Taylors Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Taylors Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Taylors Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Taylors Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $267 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Taylors Island rentals

At Expedia, we put the best Taylors Island vacation 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 Taylors Island 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 Taylors Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Taylors Island. 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

Can I find vacation rentals in Taylors Island?

Yes, there are vacation rentals near the most popular local attractions in Taylors Island, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Taylors Island?

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks: This vacation home rental near Taylors Island is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Taylors Island?

Expedia has 4 vacation rentals for your stay in Taylors Island.

What’s there to see and do in Taylors Island?

Blackwater National Wildlife Refuge and Northern Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Chesapeake Bay and Cove Point Lighthouse are a couple of places you'll find in the larger area.

What’s a vacation rental in Taylors Island like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Taylors Island. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of 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 option for a family getaway.