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Charleston Vacation Rentals

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Our top choices for Charleston vacation rentals

1. 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 CA $93
CA $165 total
includes taxes & fees
Nov 5 - Nov 6
Rustic intown country apartment on the Moosehead trail

2. 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 CA $243
CA $287 total
includes taxes & fees
Nov 17 - Nov 18
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

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)
"Our 3 night stay was quiet. Even with the other unit occupied, we were very comfortable."
United States
Thayne I.
The price is CA $123
CA $229 total
includes taxes & fees
Nov 9 - Nov 10
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville

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

Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Glenburn
8.8 out of 10, Excellent, (3 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 CA $254
CA $301 total
includes taxes & fees
Nov 17 - Nov 18
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

5. 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, (13 reviews)
"Beautiful place and location. Highly recommend and would stay here again."
United States
Michelle W.
The price is CA $189
CA $422 total
includes taxes & fees
Nov 5 - Nov 6
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

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, (13 reviews)
"It was clean, cozy, and oh so quiet ❤️"
United States
Alyssa
The price is CA $147
CA $320 total
includes taxes & fees
Nov 6 - Nov 7
Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

7. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (107 reviews)
"Awesome place to stay very clean, host is super friendly and accommodating."
United States
Douglas C.
The price is CA $151
CA $344 total
includes taxes & fees
Nov 7 - Nov 8
Hermon Pond Studio

8. 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
9.0 out of 10, Wonderful, (2 reviews)
"The stay at Eric's property was excellent."
United States
Wendy L.
The price is CA $147
CA $279 total
includes taxes & fees
Nov 28 - Nov 29
Simple cabin on 26 acres with direct access to ITS and four wheeler trails.

9. Spacious 4BR| Near Airport | Covered Patio

Spacious 4BR| Near Airport | Covered Patio
Bangor dr
9.6 out of 10, Exceptional, (16 reviews)
"Quite safe clean"
United States
Danny T.
Spacious 4BR| Near Airport | Covered Patio

10. Pine Tree Retreat

Pine Tree Retreat
Hermon
The price is CA $559
CA $663 total
includes taxes & fees
Nov 6 - Nov 7
Pine Tree Retreat

11. 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)
"Enjoyed the property, close to things we wanted to do in the area."
United States
rick r.
The price is CA $182
CA $381 total
includes taxes & fees
Nov 12 - Nov 13
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

12. The Raven's Nest in Maine!

The Raven's Nest in Maine!
Milford
The price is CA $181
CA $257 total
includes taxes & fees
Nov 12 - Nov 13
The Raven's Nest in Maine!

13. Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater

Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater
Bangor
The price is CA $290
CA $344 total
includes taxes & fees
Nov 17 - Nov 18
Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater

14. Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready

Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready
Hermon
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay! Host was so accommodating to our needs! "
United States
Nicole T.
The price is CA $189
CA $357 total
includes taxes & fees
Nov 23 - Nov 24
Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready

15. Pretty Old House in Newport

Pretty Old House in Newport
Newport
8.0 out of 10, Very good, (2 reviews)
"Good place to stay for a night. Everything was clean. The location is not close to much."
United States
Sallie S.
The price is CA $182
CA $415 total
includes taxes & fees
Nov 21 - Nov 22
Pretty Old House in Newport

16. Peaceful, Spacious Lodge with Golf & Sunset Views

Peaceful, Spacious Lodge with Golf & Sunset Views
Palmyra
10.0 out of 10, Exceptional, (25 reviews)
"Gorgeous property, very clean"
United States
Aaliya J.
The price is CA $401
CA $806 total
includes taxes & fees
Nov 6 - Nov 7
Peaceful, Spacious Lodge with Golf & Sunset Views

17. Quiet Orono Getaway • 2 Min to I-95 & Downtown

Quiet Orono Getaway • 2 Min to I-95 & Downtown
Orono
The price is CA $365
CA $678 total
includes taxes & fees
Nov 13 - Nov 14
Quiet Orono Getaway • 2 Min to I-95 & Downtown
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Charleston?

Yes, you can find vacation rentals close to top sights in Charleston, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Charleston?

Big Red House - Historic Bangor Home : This vacation home rental near 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 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 larger area, you’ll find Sebec Lake and Peaks-Kenny State Park.

What are vacation rentals like in Charleston?

Vacation rentals are privately owned properties you can book for a short or long stay in Charleston. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.