Holiday Rentals in Charleston

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Our top choices for Charleston holiday rentals

Cute country cabin

Cute country cabin
2.0 star property
Charleston
The price is €184
includes taxes & fees
5 Jan - 6 Jan 2026
Cute country cabin

Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (94)
"The property and the view across the pond was amazing! Will be staying here again!"
United States
Louis
The price is €226
includes taxes & fees
21 Jan - 22 Jan 2026
Hermon Pond Studio

Charming 2 Bedroom Private Cabin Near Bangor

Charming 2 Bedroom Private Cabin Near Bangor
Hermon
10.0 out of 10, Exceptional, (9)
"We had a great stay. Very clean and comfortable. Host was very responsive. Will book again when in the area. "
United States
Bonnie S.
The price is €271
includes taxes & fees
26 Dec - 27 Dec
Charming 2 Bedroom Private Cabin Near Bangor

Quiet single-level fully furnished house

Quiet single-level fully furnished house
Fairmount
10.0 out of 10, Exceptional, (52)
"Great location, Great Host and great Accommodations!"
United States
Tess K.
The price is €199
includes taxes & fees
29 Dec - 30 Dec
Quiet single-level fully furnished house

The Eagles Nest! ☀Four Seaon Lakeside Retreat☀

The Eagles Nest! ☀Four Seaon Lakeside Retreat☀
Hudson
9.6 out of 10, Exceptional, (10)
"Great place and location. We enjoyed our stay."
United States
T M.
The price is €353
includes taxes & fees
25 Dec - 26 Dec
The Eagles Nest! ☀Four Seaon Lakeside Retreat☀

Cozy home in Bangor Maine

Cozy home in Bangor Maine
Little City
9.6 out of 10, Exceptional, (24)
"Perfect for our large group. Had everything we needed."
United States
Madelyn F.
The price is €239
includes taxes & fees
28 Dec - 29 Dec
Cozy home in Bangor Maine

Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly
Old Town
9.0 out of 10, Wonderful, (8)
"Nice quiet area with good access to the area. "
United States
Peter D.
The price is €205
includes taxes & fees
29 Dec - 30 Dec
Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

6 separate 4- season Beautiful Cabins located in downtown Milo ME

6 separate 4- season Beautiful Cabins located in downtown Milo ME
Milo
8.4 out of 10, Very good, (20)
"Clean, bare bones, convenient location, "
United States
Nancy W.
The price is €119
includes taxes & fees
1 Jan - 2 Jan 2026
6 separate 4- season Beautiful Cabins located in downtown Milo ME

MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
Bangor
10.0 out of 10, Exceptional, (40)
"Terrific accomodation. Highly recommend this property. "
United States
margaret f.
The price is €260
includes taxes & fees
30 Dec - 31 Dec
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
Glenburn
10.0 out of 10, Exceptional, (2)
"The stay was great! My boyfriend and i planned an ice fishing trip and this place was perfect! Gorgeous, clean and the property owner was super responsive! We will definitely book there again!"
United States
Briana H.
The price is €201
includes taxes & fees
5 Jan - 6 Jan 2026
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville
2.0 star property
Sangerville
8.0 out of 10, Very good, (1)
"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"
United States
Judith L.
The price is €130
includes taxes & fees
28 Dec - 29 Dec
Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.6 out of 10, Exceptional, (17)
"Gary is great, easy walk or uber to downtown or the Amphitheatre. Very nice comfortable spot. "
Canada
Marcus
Charming studio in Bangor Maine on Broadway park.

Apartment in Bangor

Apartment in Bangor
Bangor
9.4 out of 10, Exceptional, (3)
"Great, convenient spot. Everything was as advertised. "
United States
Rachel W.
The price is €248
includes taxes & fees
29 Dec - 30 Dec
Apartment in Bangor

Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail
Sangerville
9.6 out of 10, Exceptional, (42)
"Clean quiet."
United States
Deane
Rustic intown country apartment on the Moosehead trail

Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Glenburn
8.0 out of 10, Very good, (1)
"Everything was perfect, If I could recommend one thing it would be free local channels on the tv"
United States
Bruce
The price is €263
includes taxes & fees
30 Dec - 31 Dec
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

Cozy Bangor Home

Cozy Bangor Home
Bangor
9.4 out of 10, Exceptional, (3)
"The hostess did a really nice job with the design of the interior. Even though it is an older home, it is comfy and cute. "
United States
Marie D.
The price is €309
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Bangor Home

THE LOFT, Beautiful Deck Views, Steps from the Lake, Nights Around the Fire Pit

THE LOFT, Beautiful Deck Views, Steps from the Lake, Nights Around the Fire Pit
Hudson
10.0 out of 10, Exceptional, (28)
"Everything was perfect for our stay! Quiet peaceful lake with fun activities for our kids to enjoy! Fishing was great and house was set up to perfection. "
United States
Brooke R.
The price is €353
includes taxes & fees
11 Jan - 12 Jan 2026
THE LOFT, Beautiful Deck Views, Steps from the Lake, Nights Around the Fire Pit

Travel light long-term (safe & relaxing )special discount for travel nurse

Travel light long-term (safe & relaxing )special discount for travel nurse
Veazie
9.8 out of 10, Exceptional, (129)
"Very nice place, clean and convenient. "
United States
Amanda H.
The price is €195
includes taxes & fees
25 Dec - 26 Dec
Travel light long-term (safe & relaxing )special discount for travel nurse
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 Charleston Hotel Reviews

Find out more about Charleston

Everything you need to know about Charleston holiday rentals

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

Charleston holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charleston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charleston holiday rentals we have selected for you start as low as €119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston holiday 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 Charleston 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 Charleston holiday.

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

Yes, there are holiday rentals close to the most popular sights in Charleston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Charleston has to offer?

Cute country cabin: This highly rated holiday home rental in Charleston is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Charleston?

Explore the area and family-friendly sights such as Piscatiquis County Ice Arena, or get out into nature at a spot like Pushaw Lake. In the wider area, you’ll find Peaks-Kenny State Park and Center Theatre Inc..

What are holiday rentals like in Charleston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charleston. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips.