Compare Taylors Island Cottage Rentals

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

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
Free Cancellation
$339 nightly
The price is $359 total per night
$359 total
Nov 29 - Nov 30
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
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
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Kitchen
Washer
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
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 barbecue grills. This family-friendly cottage also has a garden.
Hot Tub
Kitchen
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
Marinafront Cottage Sunrise, Fire Pit, Fireworks

Marinafront Cottage Sunrise, Fire Pit, Fireworks

3 out of 5
Cambridge MD
This cottage features free WiFi in public areas and barbecue grills. Free parking is available if you drive.
Kitchen
Washer
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 a garden and barbecue grills.
Kitchen
Pet friendly
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

    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $155 nightly
    The price is $172 total per night from Dec 1 to Dec 2
    $172 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.6/10 Excellent! (1,009 reviews)
    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd Cambridge MD
    $194 nightly
    The price is $220 total per night from Nov 23 to Nov 24
    $220 total
    Nov 23 - Nov 24
    Total with taxes and fees
    avid hotel California - Lexington Park by IHG

    avid hotel California - Lexington Park by IHG

    23274 Three Notch Road California MD
    $93 nightly
    The price is $103 total per night from Nov 10 to Nov 11
    $103 total
    Nov 10 - Nov 11
    Total with taxes and fees

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
55 Cottages
Lowest Price
$103
Highest Price
$359
Popular accommodation
Soul Oasis - home on the Chesapeake Bay, Charming Waterfront Cottage Retreat near St. Michaels, Family and Pet-Friendly, Waterfront with Pier, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC, Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Marinafront Cottage Sunrise, Fire Pit, Fireworks, Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.