Holiday Rentals in Castine

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Holiday Rentals in Castine

The Cedar Door Place

Lewisburg
9.6 out of 10, Exceptional, (20)
"2nd time staying. Will stay again. Very spacious and large kitchen. "
United States
Scott R.
The Cedar Door Place

Gem City Paradise

2.0 star property
Englewood
9.0 out of 10, Wonderful, (12)
"Everything about this place was amazing. The owner communication was good, the house was beautiful just like pics. I’d definitely stay here again. "
United States
Aundrea B.
The price is €437
includes taxes & fees
1 Dec - 2 Dec
Gem City Paradise

Pet-Friendly Greenville Home w/ Private Yard

Greenville
10.0 out of 10, Exceptional, (24)
"Enjoyed another great stay at this property! Clean, quiet and several thoughtful amenities."
United States
Vernon
Pet-Friendly Greenville Home w/ Private Yard

THE STARR LOFT- Earlham, IUEast, Historic District

Richmond
9.4 out of 10, Exceptional, (36)
"It's a beautiful loft with restaurants and entertainment close by. "
United States
ANGIE
THE STARR LOFT- Earlham, IUEast, Historic District

Boho Bungalow off Main-one block from Lovely Park

Richmond
9.0 out of 10, Wonderful, (13)
"Lovely house, easy check-in, great location."
United States
Heather S.
The price is €158
includes taxes & fees
28 Dec - 29 Dec
Boho Bungalow off Main-one block from Lovely Park

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

Richmond
9.6 out of 10, Exceptional, (29)
"Quaint cottage in Richmond, Indiana. Very peaceful location even though close to downtown. My sisters, our daughters, and I enjoyed spending time in such a beautiful setting."
United States
Judi C.
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Marvelous 5-bedroom house with AC in Vandalia

2.0 star property
Vandalia
Marvelous 5-bedroom house with AC in Vandalia

Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

New Paris
10.0 out of 10, Exceptional, (2)
"The tiny house was just as described and very comfortable. My favorite part was the huge lakefront lot with beautiful views and lots of privacy."
United States
Larry
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Cumberland House - A Cozy Historical Stay

2.0 star property
Lewisburg
Cumberland House - A Cozy Historical Stay

Westcott Mansion with Pickleball Court & Huge Gazebo

Richmond
9.8 out of 10, Exceptional, (35)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
The price is €294
includes taxes & fees
14 Dec - 15 Dec
Westcott Mansion with Pickleball Court & Huge Gazebo

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

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

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Wayne Township
10.0 out of 10, Exceptional, (9)
"Great setting for 6 old guys to sit around and reminisce. Beautiful property and the summer kitchen is great."
United Kingdom
Mark R.
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Charming Home! Prime Location! Dog-Friendly!

Richmond
9.8 out of 10, Exceptional, (13)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
The price is €292
includes taxes & fees
1 Dec - 2 Dec
Charming Home! Prime Location! Dog-Friendly!

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

Richmond
10.0 out of 10, Exceptional, (40)
"Great place. Highly recommend!"
United States
Jon M.
Recently remodeled Colonial-style home with room for the whole family!

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

2.0 star property
West Milton
10.0 out of 10, Exceptional, (27)
"We were visiting family and found this house to be a very comfortable place to stay and visit. Children from 4 to 15 enjoyed the theater and game rooms. The kitchen and Parris bedrooms were also big hits for the themed decor. There’s a nice big living room for sitting around and talking and we enjoyed walking to breakfast."
United States
Kelly S.
The price is €394
includes taxes & fees
1 Dec - 2 Dec
Miami Pearl: 3BR Themed Rooms-Game and Movie Room!

Charming 3-bedroom house with AC, WiFi in Greenville

Greenville
9.0 out of 10, Wonderful, (8)
"Nice place good location. Would highly recommend to anyone."
United States
Steven M.
Charming 3-bedroom house with AC, WiFi in Greenville

Cozy Cabin with fireplace, hot tub & hiking trails

Richmond
8.4 out of 10, Very good, (5)
"Lovely place if you value nature, a private pool, and privacy. The pictures don't do it justice. We had a wonderful time and are planning a return trip next summer. The garden and Jack were the cherry on top!"
United States
Kylie L.
Cozy Cabin with fireplace, hot tub & hiking trails

Game Room-Deck-Coffee Bar

Englewood
9.2 out of 10, Wonderful, (10)
"Close to Vandalia clean and well managed. Would stay again. "
United States
Emily B.
Game Room-Deck-Coffee Bar

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

2.0 star property
Greenville
9.0 out of 10, Wonderful, (8)
"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!!"
United States
Tonia E.
The price is €235
includes taxes & fees
31 Dec - 1 Jan 2026
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

Spacious House with Large yard and King-size bed

West Alexandria
10.0 out of 10, Exceptional, (2)
"Amazing renovations. Tons of space. Thank you for the hospitality, we had a great time! And Thank You for the cookies! Kiddos loved them. "
United States
Deidre S.
Spacious House with Large yard and King-size bed
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

Find out more about Castine

Everything you need to know about Castine 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 Castine 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 Castine holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castine holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castine. 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 Castine 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 Castine holiday rentals we have selected for you start as low as €158 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castine rentals

At Expedia, we put the best Castine 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 Castine 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 Castine 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 Castine. 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

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?

Pet-Friendly Greenville Home w/ Private Yard: This holiday home rental outside of Castine is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 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.