Castine Holiday Rentals

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Holiday Rentals in Castine

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (28)
"I wasn't expecting that a visit to my small hometown would end up being the nicest vacation stay I've had but it was. Walking distance to some fun restaurants and a great record store. Property itself was beautiful and well maintained in a renovated loft space. Lots of charm and attention to detail. This place makes me want to find reasons to visit Richmond more often!"
THE STARR LOFT- Earlham, IUEast, Historic District

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (37)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!

The Cedar Door Place

10.0 out of 10, Exceptional, (11)
"This is a great place to stay! Rural, yet conveniently close to town. "
The price is AU$286
includes taxes & fees
11 Aug - 12 Aug
The Cedar Door Place

Miami Pearl: 3BR Themed Rooms-Game and Movie Room!

2.0 star property
10.0 out of 10, Exceptional, (25)
"We had an enjoyable stay! Great place for a small group of girls! "
The price is AU$475
includes taxes & fees
4 Aug - 5 Aug
Miami Pearl: 3BR Themed Rooms-Game and Movie Room!

Boho Bungalow off Main-one block from Lovely Park

9.4 out of 10, Exceptional, (8)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
The price is AU$280
includes taxes & fees
2 Sept - 3 Sept
Boho Bungalow off Main-one block from Lovely Park

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (8)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
The price is AU$515
includes taxes & fees
16 Aug - 17 Aug
Charming Home! Prime Location! Dog-Friendly!

Charming 3-bedroom house with AC, WiFi in Greenville

10.0 out of 10, Exceptional, (1)
"Nice place good location. Would highly recommend to anyone."
The price is AU$388
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom house with AC, WiFi in Greenville

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

2.0 star property
7.4 out of 10, Good, (3)
"This is a beautiful home with exceptional amenities. Is just about the closest home to the fairgrounds. Does need a gas grill.Thank you for letting us stay!!"
The price is AU$387
includes taxes & fees
4 Aug - 5 Aug
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay

Gem City Paradise

2.0 star property
8.4 out of 10, Very good, (6)
"we really enjoyed our stay beautiful property"
The price is AU$783
includes taxes & fees
5 Aug - 6 Aug
Gem City Paradise

* Cozy 2 bedroom home with 2 TV’s *

8.4 out of 10, Very good, (6)
"The owner was extremely accommodating and went above and beyond to make sure we had a great stay!"
The price is AU$315
includes taxes & fees
19 Aug - 20 Aug
* Cozy 2 bedroom home with 2 TV’s *

Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC

9.8 out of 10, Exceptional, (8)
"Great spot in a nice area. Host was great! Look forward to coming back again someday! "
Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC

Spacious House with Large yard and King-size bed

The price is AU$808
includes taxes & fees
3 Aug - 4 Aug
Spacious House with Large yard and King-size bed

Westcott Mansion with Pickleball Court & Huge Gazebo

10.0 out of 10, Exceptional, (31)
"The house was beautiful and so interesting! The owners were very responsive to our questions. We really enjoyed our stay!"
The price is AU$543
includes taxes & fees
25 Aug - 26 Aug
Westcott Mansion with Pickleball Court & Huge Gazebo

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The Red House

3 Mi to Englewood Dam: Pet-Friendly Home w/ Yard!

10.0 out of 10, Exceptional, (1)
"Great stay!"
3 Mi to Englewood Dam: Pet-Friendly Home w/ Yard!

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (24)
"Very unique quaint cottage hidden from the city. Loved the forested area around it with the patio to the side. We saw"
The price is AU$342
includes taxes & fees
11 Aug - 12 Aug
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Pet-friendly Greenville Home w/ Private Yard

3.0 star property
Pet-friendly Greenville Home w/ Private Yard

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

10.0 out of 10, Exceptional, (8)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

RARE FIND! Remodeled Ranch, near Airport

10.0 out of 10, Exceptional, (7)
"Nicely remodeled home with an huge back yard for the pups in a very quiet neighborhood. We were all impressed and really enjoyed our stay."
RARE FIND! Remodeled Ranch, near 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 Castine Hotel Reviews

Frequently asked questions

Are there holiday rentals in Castine?

Yes, there are holiday rentals close to the most popular sights in Castine, 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 Castine has to offer?

Recently remodeled Colonial-style home with room for the whole family!: This holiday home rental outside of Castine offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable 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.

What can I see and do in Castine?

Explore the area and family-friendly sights such as Glenn Miller Park, or get out into nature at a spot like Hayes Arboretum. Darke County Fairgrounds and Preble County Fairgrounds are a couple of places you'll find in the wider area.

What are holiday rentals like in Castine?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castine. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for small groups.