Vacation rentals in Crisfield

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Top-rated vacation rentals in Crisfield

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Heathsville

4.94 out of 5 average rating, 178 reviews

HedgeRow, Deer Haven in the NNK- Dock & Boat Ramp

We welcome you to stay at "HedgeRow" a deer haven on the Great Wicomico River, located in a hidden corner of the popular Northern Neck of Virginia. You'll be delighted in all the area and this charming listing has to offer. Located just 10 minutes from Kilmarnock, enjoy wineries, shopping and local attractions nearby. Bring your boat, kayaks, fishing rods or friends, then relax in all things that encompass river life. There is a boat ramp and fishing dock available for guests use (Adults Only).

Dec 12 – 19

ﺩ.ﺇ454 per night

Guest favorite

Tiny home in Accomac

4.93 out of 5 average rating, 440 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast Starlink WIFI. • Proud Superhost for 10+ years!

Nov 23 – 30

ﺩ.ﺇ443 per night

Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Sep 19 – 26

ﺩ.ﺇ303 per night

Guest favorite

Farm stay in Onancock

4.99 out of 5 average rating, 172 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Feb 12 – 19

ﺩ.ﺇ654 per night

Guest favorite

Home in Accomac

4.98 out of 5 average rating, 217 reviews

Heartsong Farmhouse , a nature lover's retreat.

Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

Dec 31 – Jan 7

ﺩ.ﺇ576 per night

Guest favorite

Cottage in Westover

4.99 out of 5 average rating, 179 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

Winter time is a great time at Rumbley! Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all window. Look out to the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Wifi, Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Dec 8 – 15

ﺩ.ﺇ1,236 per night

Guest favorite

Home in Crisfield

4.95 out of 5 average rating, 254 reviews

Cozy Home near Waterfront in Crisfield, MD

Our home is close to great views, restaurants and shopping, the beach and family-friendly activities. You’ll love the sunsets over the water and viewing working boats in the harbor. Great for couples, solo adventurers, business travelers, and families (with kids). Beach is walking distance and the boat launch is 1/2 mile away. New library, playground, fishing, crabbing and gorgeous sunsets are all close by. Owners live only 15 minutes away for anything you may need.

Oct 20 – 27

ﺩ.ﺇ587 per night

Guest favorite

Apartment in Lexington Park

5.0 out of 5 average rating, 313 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Feb 23 – Mar 2

ﺩ.ﺇ323 per night

Guest favorite

Cottage in Onancock

4.97 out of 5 average rating, 194 reviews

Waterfront romantic getaway Eastern Shore w dock

A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles

Dec 7 – 14

ﺩ.ﺇ663 per night

Guest favorite

Cottage in Westover

4.92 out of 5 average rating, 142 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

This Chesapeake Bayfront cottage has spectacular views to take you away from everything in any season. It boasts more than 120 feet of waterfront, and you can dangle your feet off the 70 ft “dock of the bay”. Launch kayaks from the small sandy beach in summer, or cozy up to the wood stove in the winter. Inside, you’ll find wood floors throughout, modern kitchen & baths with bay views from every room. Kayaks, SUP, bicycles & crab traps too!

Dec 4 – 11

ﺩ.ﺇ858 per night

Guest favorite

Cottage in Saxis

4.87 out of 5 average rating, 204 reviews

ISLAND SUNSETS Near Chincoteague Island

1 - Story Near Chincoteague Island Virginia Assateague Beach NASA Wallops Island, Va. Onancock, Va Waterman’s Fishing Village Surrounded by Water on three sides & Virginia Wildlife Refuge on fourth side. 400 ft. Walking distance to Beach, Kayaking & Canoeing, Wildlife, Fishing Pier, Boat Ramp, Marina, Public Pavilion, Ice Cream Shop, 2 Restaurants, Museum, Multiple Seafood Shantys

Dec 2 – 9

ﺩ.ﺇ490 per night

Guest favorite

Home in Tangier

4.98 out of 5 average rating, 138 reviews

Watermans Hideaway, Tangier Island, Chesapeake Bay

The Waterman’s Hideaway is a two story, coastal inspired home located on main street at the center of town and a short walk from Tangier’s restaurants, gift shops and tour boat docks. Guests can enjoy the deck overlooking the spacious backyard or lounge under the shade tree at the front of the property where they can interact with the locals passing bye as they go about their daily routines.

Mar 3 – 10

ﺩ.ﺇ635 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Crisfield vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Crisfield's top sights

Food Lion13 locals recommend

Tangier Island Cruises7 locals recommend

From Scratch Restaurant9 locals recommend

Waters Edge Cafe6 locals recommend

Somers Cove Marina6 locals recommend

Capt. Tyler's Crabhouse3 locals recommend

Other great vacation rentals in Crisfield

Guest favorite

Guesthouse in Onancock

4.94 out of 5 average rating, 203 reviews

NEWLY Renovated -- Waterfront Getaway

Dec 17 – 24

ﺩ.ﺇ469 per night

Guest favorite

Cottage in White Stone

4.91 out of 5 average rating, 297 reviews

The Moore Cottage

Feb 25 – Mar 4

ﺩ.ﺇ442 per night

Guest favorite

Home in Reedville

4.97 out of 5 average rating, 118 reviews

Sunkissed Cottage-private, natural waterfront home

Sep 11 – 18

ﺩ.ﺇ530 per night

Guest favorite

Home in Reedville

4.96 out of 5 average rating, 203 reviews

Waterfront FamilyFriendly Home Improved for 2023

Mar 2 – 9

ﺩ.ﺇ595 per night

Guest favorite

Tiny home in Solomons

4.95 out of 5 average rating, 535 reviews

“Cabana by the Bay”-tiny home on a pier!

Nov 1 – 8

ﺩ.ﺇ524 per night

Guest favorite

Cabin in Reedville

4.97 out of 5 average rating, 188 reviews

Dinna Fash-3 BR Waterfront Log Cabin

Mar 1 – 8

ﺩ.ﺇ598 per night

Guest favorite

Tiny home in Snow Hill

4.89 out of 5 average rating, 225 reviews

Private cottage and gardens/comfortable queen bed.

Sep 23 – 30

ﺩ.ﺇ454 per night

Superhost

Villa in Princess Anne

4.83 out of 5 average rating, 120 reviews

Waterfront Retreat & Guest House

Sep 6 – 13

ﺩ.ﺇ3,341 per night

Show all

Other great vacation rentals in Crisfield

Superhost

Home in Crisfield

4.8 out of 5 average rating, 97 reviews

Home of the Terrapin King

Jan 21 – 28

ﺩ.ﺇ1,695 per night

Guest favorite

Guest suite in Deal Island Historic District

4.91 out of 5 average rating, 88 reviews

Private guest suite near Deal Island Maryland

Jul 7 – 14

ﺩ.ﺇ251 per night

Guest favorite

Cottage in Westover

4.93 out of 5 average rating, 28 reviews

Mary’s Cottage{at Old Beauchamp Homestead}

Oct 16 – 23

ﺩ.ﺇ824 per night

Guest favorite

Home in Tangier

5.0 out of 5 average rating, 53 reviews

Island Oasis, Tangier Island, Virginia

Jan 2 – 9

ﺩ.ﺇ659 per night

Superhost

Home in Saxis

4.81 out of 5 average rating, 31 reviews

Beautiful Bayfront with Sanctuary Private Beach

May 13 – 20

ﺩ.ﺇ923 per night

Guest favorite

Apartment in Pocomoke City

4.96 out of 5 average rating, 53 reviews

Pansy’s Retreat

May 18 – 25

ﺩ.ﺇ333 per night

Guest favorite

Home in Deal Island Historic District

5.0 out of 5 average rating, 12 reviews

House of the Setting Sun/Deal Island Bayfront Home

Dec 13 – 20

ﺩ.ﺇ780 per night

Guest favorite

Home in Westover

4.97 out of 5 average rating, 58 reviews

Waterfront Chesapeake Bay Retreat

May 8 – 15

ﺩ.ﺇ1,484 per night

Show all

Quick stats about vacation rentals in Crisfield

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.1K reviews
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Crisfield?
Yes! Work meets play with ease at over 20 vacation rentals in Crisfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Crisfield?
Experience the best of Crisfield with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Crisfield have wifi?
Absolutely! We offer over 10 house rentals with wifi in Crisfield. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Crisfield?
Crisfield has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Crisfield

Top-rated vacation rentals in Crisfield

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Crisfield vacation rentals

Stay near Crisfield's top sights

Other great vacation rentals in Crisfield

Guesthouse in Onancock

Cottage in White Stone

Home in Reedville

Home in Reedville

Tiny home in Solomons

Cabin in Reedville

Tiny home in Snow Hill

Villa in Princess Anne

Other great vacation rentals in Crisfield

Home in Crisfield

Guest suite in Deal Island Historic District

Cottage in Westover

Home in Tangier

Home in Saxis

Apartment in Pocomoke City

Home in Deal Island Historic District

Home in Westover

Quick stats about vacation rentals in Crisfield

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Crisfield?

How much does it cost to stay in house rentals in Crisfield?

Do house rentals in Crisfield have wifi?

Are there family-friendly house rentals in Crisfield?

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