Castine Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Castine Vacation Homes

Miami Pearl: 3BR Themed Rooms-Game and Movie Room!
Relax and entertain in this spacious room with a projector, speakers, and games like ping pong, pool, and billiards.

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 CA $235
CA $418 total
includes taxes & fees
Aug 10 - Aug 11
Miami Pearl: 3BR Themed Rooms-Game and Movie Room!
Recently remodeled Colonial-style home with room for the whole family!
Traditional home with a charming front porch and well-manicured yard.

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!
Charming 3-bedroom house with AC, WiFi in Greenville
Stroll through the beautifully manicured lawn to a charming shed surrounded by lush trees.

Charming 3-bedroom house with AC, WiFi in Greenville

10.0 out of 10, Exceptional, (2)
"Nice place good location. Would highly recommend to anyone."
The price is CA $216
CA $341 total
includes taxes & fees
Aug 10 - Aug 11
Charming 3-bedroom house with AC, WiFi in Greenville
Pet-Friendly Greenville Home w/ Private Yard
Modern kitchen with white cabinetry, stainless steel appliances, and a window.

Pet-Friendly Greenville Home w/ Private Yard

10.0 out of 10, Exceptional, (21)
"Enjoyed another great stay at this property! Clean, quiet and several thoughtful amenities."
Pet-Friendly Greenville Home w/ Private Yard
Cheerful 4BR/12BD “Ravishing Ranch”
Enjoy cooking in this well-equipped kitchen with a stove, microwave, and coffee maker.

Cheerful 4BR/12BD “Ravishing Ranch”

9.8 out of 10, Exceptional, (11)
"Everything was as advertised. Had a great stay!"
Cheerful 4BR/12BD “Ravishing Ranch”
Cumberland House - A Cozy Historical Stay
Cozy living room with a high ceiling, leather sofa, and fireplace.

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay
Gem City Paradise
Relax by the pool surrounded by a comfortable seating area and lounge chairs.

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 CA $464
CA $687 total
includes taxes & fees
Aug 11 - Aug 12
Gem City Paradise
The Red House
Guests can relax in a serene outdoor setting surrounded by lush greenery, enjoying the warmth of a central fire pit.

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
* Cozy 2 bedroom home with 2 TV’s *
Relax in this stylish living room with a sofa, coffee table, and large flat-screen TV.

* 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 CA $128
CA $280 total
includes taxes & fees
Aug 10 - Aug 11
* Cozy 2 bedroom home with 2 TV’s *
Charming Home! Prime Location! Dog-Friendly!
Relax in a serene outdoor setting with a fire pit and Adirondack chairs amidst a peaceful wooded environment.

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 CA $216
CA $453 total
includes taxes & fees
Aug 11 - Aug 12
Charming Home! Prime Location! Dog-Friendly!
Spacious House with Large yard and King-size bed
Property grounds

Spacious House with Large yard and King-size bed

10.0 out of 10, Exceptional, (1)
"Amazing renovations. Tons of space. Thank you for the hospitality, we had a great time! And Thank You for the cookies! Kiddos loved them. "
The price is CA $452
CA $705 total
includes taxes & fees
Aug 10 - Aug 11
Spacious House with Large yard and King-size bed
Westcott Mansion with Pickleball Court & Huge Gazebo
Enjoy a classic retreat with a comfortable bed, reading chair, and bookshelf, plus a framed painting and decorative moldings.

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (33)
"The house was beautiful and so interesting! The owners were very responsive to our questions. We really enjoyed our stay!"
The price is CA $227
CA $457 total
includes taxes & fees
Aug 11 - Aug 12
Westcott Mansion with Pickleball Court & Huge Gazebo
Boho Bungalow off Main-one block from Lovely Park
Compact kitchen with a refrigerator, stove, and shelving for kitchen essentials.

Boho Bungalow off Main-one block from Lovely Park

9.2 out of 10, Wonderful, (9)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
The price is CA $130
CA $246 total
includes taxes & fees
Aug 11 - Aug 12
Boho Bungalow off Main-one block from Lovely Park
3 Mi to Englewood Dam: Pet-Friendly Home w/ Yard!
Relax on the covered deck with a sofa and table, surrounded by a railing and lattice fence.

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!
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Kitchen features a central island with a stove and sink, along with a dishwasher and refrigerator.

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"
The price is CA $514
CA $1,106 total
includes taxes & fees
Aug 10 - Aug 11
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Stunning home with a lush lawn and mature tree, offering a peaceful retreat.

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 CA $213
CA $338 total
includes taxes & fees
Aug 18 - Aug 19
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
RARE FIND! Remodeled Ranch, near Airport
Enjoy meals in this well-equipped kitchen with a central island, stainless steel appliances, and a large window offering a view of the outdoors.

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."
The price is CA $266
CA $631 total
includes taxes & fees
Sep 7 - Sep 8
RARE FIND! Remodeled Ranch, near Airport
Game Room-Deck-Coffee Bar
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and granite countertops.

Game Room-Deck-Coffee Bar

9.6 out of 10, Exceptional, (7)
"Close to Vandalia clean and well managed. Would stay again. "
Game Room-Deck-Coffee Bar
Spacious 4BR - King Bed - Near I-70
Relax in this open-plan living space with a dining area, sofa, and bathroom access.

Spacious 4BR - King Bed - Near I-70

10.0 out of 10, Exceptional, (3)
"Good location great stay"
Spacious 4BR - King Bed - Near I-70
NEW Kitchen - The Uptown Collective
Sit on the porch and enjoy the view from this charming home's outdoor space.

NEW Kitchen - The Uptown Collective

8.0 out of 10, Very good, (1)
"Better for just acouple people. Small bathroom and bedrooms(2). Excellent location for all needs and interstate access. Airport less than 10 minutes. Grocery, all kinds of dining near by."
NEW Kitchen - The Uptown Collective
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castine Hotel Reviews

Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

10/10 Excellent
"Not a fan of the inst1nt eggs"
Randy 1-night trip
Posted 12 hours ago
Hampton Inn & Suites Richmond, IN