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Charleston Vacation Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Charleston vacation rentals

A wooden deck with a table and chairs, a white house with two windows, and a door with the number 4.

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 AED 244
AED 466 total
includes taxes & fees
31 Oct - 1 Nov
Rustic intown country apartment on the Moosehead trail
Interior

2. Ledge|Downtown Apartment

Ledge|Downtown Apartment
Dover-Foxcroft
10.0 out of 10, Exceptional, (1 review)
"Very clean, recently remodel and plenty of room. Patricia was very accommodating."
United States
George B.
Ledge|Downtown Apartment
A two-story house with a wooden staircase and a balcony, two garage doors, and two ATVs parked in front.

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.
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
A kitchen with a stainless steel sink, wooden countertop, a window with a view of trees, and a hanging light fixture.

4. 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, (12 reviews)
"It was clean, cozy, and oh so quiet ❤️"
United States
Alyssa
The price is AED 386
AED 889 total
includes taxes & fees
5 Nov - 6 Nov
Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly
A wooden deck with a glass door leading to a view of autumn trees.

5. 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 AED 397
AED 953 total
includes taxes & fees
31 Oct - 1 Nov
Hermon Pond Studio
Living area

6. 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.
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
A spacious kitchen with a large island, bar stools, and modern appliances.

7. 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 AED 644
AED 782 total
includes taxes & fees
9 Nov - 10 Nov
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
A lakeside setting with a bench and a fire pit, surrounded by trees and a sunset.

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

The Eagles Nest! ☀Four Seaon Lakeside Retreat☀
Hudson
9.4 out of 10, Exceptional, (11 reviews)
"Great place and location. We enjoyed our stay."
United States
T M.
The price is AED 525
AED 1,457 total
includes taxes & fees
30 Oct - 31 Oct
The Eagles Nest! ☀Four Seaon Lakeside Retreat☀
A snowy landscape with a wooden cabin and a fenced area.

9. 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
10.0 out of 10, Exceptional, (1 review)
"The stay at Eric's property was excellent."
United States
Wendy L.
The price is AED 386
AED 769 total
includes taxes & fees
30 Oct - 31 Oct
Simple cabin on 26 acres with direct access to ITS and four wheeler trails.
A cozy interior with a kitchen, dining area, and a wood-burning stove.

10. 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 AED 506
AED 786 total
includes taxes & fees
30 Oct - 31 Oct
The Sovereign Suite - Cozy/Convenient/Home Theater
A modern interior with a clock, abstract art, a flat-screen TV, and a dining area with a view.

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

Stylish Guest Suite - Close to Orono and Bangor!
Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Great place and location "
Canada
Kelly B.
Stylish Guest Suite - Close to Orono and Bangor!
A spacious kitchen with a granite countertop, wooden bar stools, and a ceiling fan.

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

Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Glenburn
8.8 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 AED 739
AED 910 total
includes taxes & fees
17 Nov - 18 Nov
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
A deck with wicker furniture, including a chair and a table, and a glass candle holder.

13. 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.
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
A living room with a flat-screen TV, a wooden coffee table, a dining table with chairs, a wicker basket, and a trash bin.

14. The Raven's Nest in Maine!

The Raven's Nest in Maine!
Milford
The Raven's Nest in Maine!
A living room with a blue armchair, a beige armchair, a patterned rug, and a bookshelf with books and a plant.

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.
Pretty Old House in Newport
A modern outdoor seating area with a fire pit, two Adirondack chairs, and a wooden deck.

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

Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater
Bangor
The price is AED 705
AED 869 total
includes taxes & fees
17 Nov - 18 Nov
Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater
A two-story house with a gabled roof, surrounded by autumn foliage and a body of water.

17. Four bedroom in United States of America, Orono

Four bedroom in United States of America, Orono
Orono
10.0 out of 10, Exceptional, (4 reviews)
"It was a perfect place for our two families to share! "
United States
Howard W.
Four bedroom in United States of America, Orono
A living room with a sectional sofa, a dining table with chairs, a chandelier, and artwork on the walls.

18. Velvet Pine Haven. Private Retreat on Quiet Lane

Velvet Pine Haven. Private Retreat on Quiet Lane
Bangor
9.4 out of 10, Exceptional, (3 reviews)
"Plenty of space for our trip!"
United States
Nicole E.
Velvet Pine Haven. Private Retreat on Quiet Lane
A wooden building with a red roof and a bell tower, surrounded by a well-maintained lawn and vibrant flowers.

19. 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.
Peaceful, Spacious Lodge with Golf & Sunset Views
A living room with a sofa, coffee table, and a patterned rug. There are ceiling lights, a clock, and a window with blinds.

20. Updated house close to downtown and the airport.

Updated house close to downtown and the airport.
Bangor
9.2 out of 10, Wonderful, (33 reviews)
"We were there for 1 night for graduation at Umaine very comfortable space light and bright. Quiet and everything we needed. "
United States
Kristen L.
Updated house close to downtown and the airport.
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

Bangor Inn & Suites

Bangor Inn & Suites

8/10 Good
"The people at the hotel are very friendly and helpful. There were lots of choices at the free breakfast including fresh fruit, eggs and sausages. It was hot and tasty. There's a great Mexican place right next door. The room was clean and odor free and the bed was comfortable. It was quiet and I had a good sleep."
Anne 1-night trip
Posted less than an hour ago
Bangor Inn & Suites

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.