Fair Hill Vacation Rentals

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Sep 19 - Sep 21
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Oct 3 - Oct 5
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Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Fair Hill

Our top choices for Fair Hill vacation rentals

Tip Of The Town Fresh and New 3 Bedroom Nest
Fridge, microwave, oven, stovetop

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (25)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest
Charming 2-bedroom cabin close to Fair Hill on horse farm
Interior

Charming 2-bedroom cabin close to Fair Hill on horse farm

9.2 out of 10, Wonderful, (5)
$297 nightly
The price is $315
Sep 7 - Sep 8
Total with taxes and fees
Charming 2-bedroom cabin close to Fair Hill on horse farm
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Interior

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

9.8 out of 10, Exceptional, (39)
"We had a great stay at this house while in town to celebrate our aunt's 90th birthday. The property was big enough to accommodate our 16 family members and we loved the historic charm. The busy road was a bit noisy but overall we had a wonderful time - thank you Vicki for a great experience!"
$1,552 nightly
The price is $1,713
Sep 7 - Sep 8
Total with taxes and fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford
Table tennis

Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

10.0 out of 10, Exceptional, (2)
"First, communication with the Property Manager was timely, professional, thorough and appreciated!Second, the home was beautiful inside and outside with great space to spend time together,Third, the location was incredible with privacy, beauty and easy proximity to area attractions like Longwood Gardens as well as outstanding restaurants and stores for necessities.Thank you for a home that was perfect for our visit and we hope to visit again soon!"
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Outdoor dining

Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (62)
"Lovely location"
Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!
Historic Chesapeake City Stay
Marina

Historic Chesapeake City Stay

9.0 out of 10, Wonderful, (13)
"Always a nice get away…."
$263 nightly
The price is $279
Sep 4 - Sep 5
Total with taxes and fees
Historic Chesapeake City Stay
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Property grounds

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

10.0 out of 10, Exceptional, (9)
"Can’t say enough about how nice this place is. We had quick friendly responses from owners. Very clean and the water front view was excellent. Highly recommended "
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Chesapeake Bay House with Dock & Private Beach
Outdoor dining

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (171)
"Easy check in process. House very clean. Going location. "
Chesapeake Bay House with Dock & Private Beach
5-bedroom vacation home 5 minutes from historic Charlestown
Sun loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (142)
"Nice property with amazing views. Celebrated college graduation with family. Young ones had fun looking at ducks. Plenty of room for a large group."
$521 nightly
The price is $552
Sep 9 - Sep 10
Total with taxes and fees
5-bedroom vacation home 5 minutes from historic Charlestown
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Interior

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

2.0 star property
9.6 out of 10, Exceptional, (8)
"We had an excellent stay"
$212 nightly
The price is $235
Sep 4 - Sep 5
Total with taxes and fees
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Captivating Chesapeake experience
Beach

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (272)
"Beautiful home and setting!"
Captivating Chesapeake experience
Sailor's Sunrise Cottage - Chesapeake Bay
Outdoor spa tub

Sailor's Sunrise Cottage - Chesapeake Bay

9.4 out of 10, Exceptional, (52)
"It was represented very well. I would definitely recommend for getting away from crowds. NEAT place,yes you are at the water! Would give it a 4.7 overall.! "
Sailor's Sunrise Cottage - Chesapeake Bay
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Smart TV, books

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

10.0 out of 10, Exceptional, (20)
"Very nice cottage, as advertised"
$199 nightly
The price is $210
Sep 4 - Sep 5
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Tiny Home Tranquil Oasis
Fridge, microwave, oven, stovetop

Tiny Home Tranquil Oasis

$233 nightly
The price is $242
Sep 4 - Sep 5
Total with taxes and fees
Tiny Home Tranquil Oasis
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Fridge, microwave, oven, stovetop

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (40)
"The house was perfect for 6 young adults! We were only 5 minutes from Anchor Marina which was perfect for our group. The fire pit and outdoor set up was nice and we had plenty of space for everyone. "
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Marina

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (31)
"Our group had a great time on the Docside Doghouse. The communication with property owners was excellent and the property was exactly as advertised. Location is ideal"
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Fridge, microwave, oven, stovetop

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

9.8 out of 10, Exceptional, (6)
"This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future"
$1,268 nightly
The price is $1,344
Sep 4 - Sep 5
Total with taxes and fees
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Beach nearby

Chesapeake Point | Waterfront w/ HOT TUB + Beach!

9.8 out of 10, Exceptional, (17)
"Enjoyed our stay. Location is beautiful and peaceful! Great place for a large group."
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington
Fridge, microwave, oven, stovetop

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

2.0 out of 10, (1)
"Never heard from host. Expedia had to cancel reservation."
$147 nightly
The price is $153
Sep 8 - Sep 9
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Iron/ironing board, WiFi, bed sheets

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

2.0 star property
9.6 out of 10, Exceptional, (5)
"We loved the place! It’s adorable and well appointed with necessities. My only complaint (and the reason I gave four stars rather than five) is the bed. I would recommend the owners invest in an actual bed with a comfortable mattress. The sofa bed is not comfortable for sleeping. Otherwise it’s a great little place in a beautiful location, and the owners are very accommodating."
$152 nightly
The price is $161
Sep 4 - Sep 5
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
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 Fair Hill Hotel Reviews

Find out more about Fair Hill

Find out more about Fair Hill

Everything you need to know about Fair Hill 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 Fair Hill 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 Fair Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fair Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fair Hill. 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 Fair Hill 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 $153 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 Fair Hill rentals

At Expedia, we put the best Fair Hill 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 Fair Hill 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 Fair Hill 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 Fair Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Fair Hill?

Yes, you can find vacation rentals near popular sights in Fair Hill, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Fair Hill?

Chesapeake Bay House with Dock & Private Beach: This vacation home rental near Fair Hill is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 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.

What can I see and do in Fair Hill?

While exploring the area, visit family-friendly sights like Fred Rust Ice Arena, or get outside and enjoy nature at Fair Hill State Natural Resources Management Area. Paradocx Vineyard and White Clay Creek State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Fair Hill?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Fair Hill. Vacation rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.