Compare Taylors Island Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Taylors Island

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2 out of 5
North Beach MD
$261 nightly
The price is $277 total per night
$277 total
Jan 3 - Jan 4
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$268 nightly
The price is $284 total per night
$284 total
Jan 4 - Jan 5
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels

Neavitt MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels

Bozman MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Lusby MD
Guests of this cottage enjoy features like an outdoor pool, a gym, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Pool
Kitchen
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Saint Leonard MD
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Hot Tub
Kitchen
Don't see what you're looking for?
See all available properties in Taylors Island
View all properties
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.

Hotel Options in Taylors Island

    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd Cambridge MD
    $211 nightly
    The price is $240 total per night from Jan 21 to Jan 22
    $240 total
    Jan 21 - Jan 22
    Total with taxes and fees
    8.6/10 Excellent! (1,001 reviews)
    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $121 nightly
    The price is $132 total per night from Jan 8 to Jan 9
    $132 total
    Jan 8 - Jan 9
    Total with taxes and fees
    8.2/10 Very Good! (1,002 reviews)
    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    22769 Three Notch Rd California MD
    $88 nightly
    The price is $98 total per night from Jan 3 to Jan 4
    $98 total
    Jan 3 - Jan 4
    Total with taxes and fees
    7.6/10 Good! (1,002 reviews)

Cottages

Book a cottage in Taylors Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Taylors Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Taylors Island better.

Cottage apartments in Taylors Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Taylors Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Taylors Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Taylors Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Taylors Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Taylors Island Cottages essential information

Accommodation
64 Cottages
Lowest Price
$98
Highest Price
$284
Popular accommodation
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD., Soul Oasis - home on the Chesapeake Bay, The Middle Point Cabin in Saint Michaels, Charming Waterfront Cottage Retreat near St. Michaels, Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC