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Charleston Holiday Rentals

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Our top choices for Charleston holiday rentals

1. The Eagles Nest! ☀Four Seaon Lakeside Retreat☀

The Eagles Nest! ☀Four Seaon Lakeside Retreat☀
Hudson
9.6 out of 10, Exceptional, (10 reviews)
"Great place and location. We enjoyed our stay."
United States
T M.
The price is NZ$719
includes taxes & fees
29 Sept - 30 Sept
The Eagles Nest! ☀Four Seaon Lakeside Retreat☀

2. Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail
Sangerville
9.6 out of 10, Exceptional, (48 reviews)
"The place was a very nice place to stay"
United States
Ruth
The price is NZ$224
includes taxes & fees
2 Oct - 3 Oct
Rustic intown country apartment on the Moosehead trail

3. New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville

New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
Sangerville
7.2 out of 10, Good, (5 reviews)
"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"
United States
Judith L.
The price is NZ$304
includes taxes & fees
29 Sept - 30 Sept
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville

4. Gorgeous 2-bedroom cottage with AC in charming Stetson

Gorgeous 2-bedroom cottage with AC in charming Stetson
Stetson
10.0 out of 10, Exceptional, (21 reviews)
"Very nice. Will stay there again"
United States
Andy O.
The price is NZ$356
includes taxes & fees
29 Sept - 30 Sept
Gorgeous 2-bedroom cottage with AC in charming Stetson

5. Simple cabin on 26 acres with direct access to ITS and four wheeler trails.

Simple cabin on 26 acres with direct access to ITS and four wheeler trails.
Brownville
The price is NZ$391
includes taxes & fees
19 Oct - 20 Oct
Simple cabin on 26 acres with direct access to ITS and four wheeler trails.

6. 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
9.4 out of 10, Exceptional, (11 reviews)
"It was clean, cozy, and oh so quiet ❤️"
United States
Alyssa
The price is NZ$421
includes taxes & fees
1 Oct - 2 Oct
Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

7. Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
Sangerville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful place and location. Highly recommend and would stay here again."
United States
Michelle W.
The price is NZ$545
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

8. Howland House King bed Seconds from I-95

Howland House King bed Seconds from I-95
2.5 star property
Howland
The price is NZ$410
includes taxes & fees
29 Sept - 30 Sept
Howland House King bed Seconds from I-95

9. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (106 reviews)
"Wonderful home and host! Views are beautiful and the home is very clean and accommodating! Would absolutely recommend Sonja and her property! "
United States
Dara S.
The price is NZ$450
includes taxes & fees
12 Oct - 13 Oct
Hermon Pond Studio

10. 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, (4 reviews)
"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 NZ$497
includes taxes & fees
28 Oct - 29 Oct
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

11. Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.8 out of 10, Exceptional, (34 reviews)
"It was a perfect nest for us with a great experience, the host was really friendly and charming. The downtown proximity was great to walk. Thank you for your hospitality."
Canada
Bernard
Charming studio in Bangor Maine on Broadway park.

12. 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, (2 reviews)
"Everything was perfect, If I could recommend one thing it would be free local channels on the tv"
United States
Bruce
The price is NZ$692
includes taxes & fees
5 Oct - 6 Oct
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

13. Pretty Old House in Newport

Pretty Old House in Newport
Newport
8.0 out of 10, Very good, (1 review)
"Good place to stay for a night. Everything was clean. The location is not close to much."
United States
Sallie S.
The price is NZ$516
includes taxes & fees
29 Sept - 30 Sept
Pretty Old House in Newport

14. 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, (50 reviews)
"The townhouse is wonderful, close to the University and stocked in with tasty treats and thoughtful touches. It was a great home base for us as our daughter explored the campus."
United States
Paul F.
The price is NZ$498
includes taxes & fees
14 Oct - 15 Oct
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

15. The Sovereign Suite - Cozy/Convenient/Home Theater

The Sovereign Suite - Cozy/Convenient/Home Theater
Old Town
9.6 out of 10, Exceptional, (11 reviews)
"This property was absolutely pefect for My Huband and I. We would definitely stay here again if ever in the area."
United States
Jenny
The price is NZ$402
includes taxes & fees
19 Oct - 20 Oct
The Sovereign Suite - Cozy/Convenient/Home Theater

16. Stylish Guest Suite - Close to Orono and Bangor!

Stylish Guest Suite - Close to Orono and Bangor!
Old Town
10.0 out of 10, Exceptional, (10 reviews)
"Great place and location "
Canada
Kelly B.
The price is NZ$361
includes taxes & fees
19 Oct - 20 Oct
Stylish Guest Suite - Close to Orono and Bangor!

17. 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, (151 reviews)
"This place is about 10-15 mins away from the airport which was convenient for us since our flight arrived late. The host sent us thorough instructions for check in and the place was comfortable."
United States
Suzanne
The price is NZ$495
includes taxes & fees
30 Sept - 1 Oct
Travel light long-term (safe & relaxing )special discount for travel nurse

18. Tiny Home, Big Character. Close to Town, Lake, and Trails! Pet-Friendly!

Tiny Home, Big Character. Close to Town, Lake, and Trails! Pet-Friendly!
Old Town
The price is NZ$346
includes taxes & fees
16 Oct - 17 Oct
Tiny Home, Big Character. Close to Town, Lake, and Trails! Pet-Friendly!

19. Velvet Pine Haven. Private Retreat on Quiet Lane

Velvet Pine Haven. Private Retreat on Quiet Lane
Bangor
8.0 out of 10, Very good, (1 review)
"Couldn’t get the tv to work but we weren’t there long."
United States
Lisa L.
The price is NZ$543
includes taxes & fees
30 Sept - 1 Oct
Velvet Pine Haven. Private Retreat on Quiet Lane

20. Peaceful, Spacious Lodge with Golf & Sunset Views

Peaceful, Spacious Lodge with Golf & Sunset Views
Palmyra
10.0 out of 10, Exceptional, (24 reviews)
"Gorgeous property, very clean"
United States
Aaliya J.
The price is NZ$1,059
includes taxes & fees
29 Sept - 30 Sept
Peaceful, Spacious Lodge with Golf & Sunset Views
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charleston holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charleston. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Charleston. Seeing all the best attractions is bound to make you fall in love with Charleston. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Charleston short-term rentals, that won’t be hard to do.

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?

Big Red House - Historic Bangor Home : This holiday home rental outside of Charleston is located on a river, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Sebec Lake and Peaks-Kenny State Park.

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.