Jamestown Holiday Rentals

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Our top choices for Jamestown holiday rentals

4 Mi to Dtwn: Danville Home w/ Patio & Yard

4 Mi to Dtwn: Danville Home w/ Patio & Yard
3.0 star property
Danville
4 Mi to Dtwn: Danville Home w/ Patio & Yard

Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!

Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!
Brownsburg
9.6 out of 10, Exceptional, (19 reviews)
"The home was a perfect size for our group and very convenient."
United States
Richard C.
The price is AU$510
includes taxes & fees
18 May - 19 May
Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!

Millstone retreat

Millstone retreat
Coatesville
9.8 out of 10, Exceptional, (97 reviews)
"Great location."
United States
Ian W.
The price is AU$628
includes taxes & fees
19 May - 20 May
Millstone retreat

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Kit’s Cabin - Log Cabin Retreat in Indianapolis
Indianapolis
10.0 out of 10, Exceptional, (37 reviews)
"Had a great stay. Cabin was cozy and clean. The host left great instructions for everything. "
United States
Brittany S.
The price is AU$369
includes taxes & fees
2 June - 3 June
Kit’s Cabin - Log Cabin Retreat in Indianapolis

Historic Lebanon Gem: Central Walkable Location!

Historic Lebanon Gem: Central Walkable Location!
Lebanon
10.0 out of 10, Exceptional, (1 review)
"Fantastic stay! The property lived up to every expectation—spotless, inviting, and thoughtfully cared for. The location was perfect, and every detail made it feel like a true home away from home. Communication with the host was seamless. This will definitely be our new go-to spot whenever we’re visiting Lebanon."
United States
Daniel B.
The price is AU$381
includes taxes & fees
17 May - 18 May
Historic Lebanon Gem: Central Walkable Location!

Indy Michigan rd house in northwest of Indianapolis near 465 north, 4brds 3 bath

Indy Michigan rd house in northwest of Indianapolis near 465 north, 4brds 3 bath
Indianapolis
The price is AU$709
includes taxes & fees
14 June - 15 June
Indy Michigan rd house in northwest of Indianapolis near 465 north, 4brds 3 bath

Cheerful cozy luxurious suite

Cheerful cozy luxurious suite
Indianapolis
9.8 out of 10, Exceptional, (16 reviews)
"Great location and great property! Host was easy to communicate with and timely with responses."
United States
Audrey S.
The price is AU$352
includes taxes & fees
26 May - 27 May
Cheerful cozy luxurious suite

Beechwood Villa - Suburban Modern

Beechwood Villa - Suburban Modern
Avon
9.8 out of 10, Exceptional, (24 reviews)
"beautiful place"
United States
Jason R.
Beechwood Villa - Suburban Modern

Sleeps 10/Batting Cage/Theater!

Sleeps 10/Batting Cage/Theater!
Westfield
10.0 out of 10, Exceptional, (3 reviews)
"Great house in a great area for a golf trip!"
United States
Jared M.
The price is AU$735
includes taxes & fees
1 June - 2 June
Sleeps 10/Batting Cage/Theater!

Kid Friendly 2 Bedroom Home with Washer & Dryer

Kid Friendly 2 Bedroom Home with Washer & Dryer
Indianapolis
7.0 out of 10, Good, (4 reviews)
"Good place to stay great price. Not the cleanest place but that’s probably why it’s so affordable. "
United States
noel l.
The price is AU$352
includes taxes & fees
27 May - 28 May
Kid Friendly 2 Bedroom Home with Washer & Dryer

16 Mi to Indianapolis: Group Getaway w/ Pool Table

16 Mi to Indianapolis: Group Getaway w/ Pool Table
3.0 star property
Avon
The price is AU$747
includes taxes & fees
26 May - 27 May
16 Mi to Indianapolis: Group Getaway w/ Pool Table

Quiet Avon Retreat – Near Indy, IMS & Airport

Quiet Avon Retreat – Near Indy, IMS & Airport
Indianapolis
The price is AU$678
includes taxes & fees
26 May - 27 May
Quiet Avon Retreat – Near Indy, IMS & Airport

Downtown Whitestown Retreat with King Suite, Private Pool & Spacious Backyard

Downtown Whitestown Retreat with King Suite, Private Pool & Spacious Backyard
Whitestown
10.0 out of 10, Exceptional, (6 reviews)
"The house was perfect for our stay. The host was very hospitable. Location was great! We will probably stay again in the future! "
United States
Holly M.
The price is AU$595
includes taxes & fees
19 May - 20 May
Downtown Whitestown Retreat with King Suite, Private Pool & Spacious Backyard

Unique Urban 1 Bedroom Flat, the Upper Plum

Unique Urban 1 Bedroom Flat, the Upper Plum
Plainfield
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely wonderful space, well decorated and substantial amenities.We will be back and hope that if you are considering this loft, take it, you wont be disappointed! "
United States
Brian B.
The price is AU$426
includes taxes & fees
17 May - 18 May
Unique Urban 1 Bedroom Flat, the Upper Plum

IRIE Living-Retreat Kg 2Bd+Gym+Pool!

IRIE Living-Retreat Kg 2Bd+Gym+Pool!
Whitestown
10.0 out of 10, Exceptional, (1 review)
"GREAT communication with the property host. The property was in perfect condition, and literally walking distance to a large commercial area with tons of food options and shopping. Great location with easy access into the city. We would absolutely rent this property again."
United States
Brian M.
IRIE Living-Retreat Kg 2Bd+Gym+Pool!

Cozy Speedway Basement. Pet Friendly

Cozy Speedway Basement. Pet Friendly
Speedway
10.0 out of 10, Exceptional, (1 review)
"My son and I stayed here the night before an Indianapolis Colts game. Easy to get to, 15 minutes away from Lucas Oil Stadium, and minutes away from great restaurants and other attractions. Michelle was prompt, thorough and courteous in all communication and the booking was perfect for us!"
United States
Kurt S.
The price is AU$1,137
includes taxes & fees
26 May - 27 May
Cozy Speedway Basement. Pet Friendly

Tranquil 2-bedroom house with AC in welcoming Indianapolis

Tranquil 2-bedroom house with AC in welcoming Indianapolis
Indianapolis
The price is AU$567
includes taxes & fees
17 May - 18 May
Tranquil 2-bedroom house with AC in welcoming Indianapolis

Indy Speedway Retreat: King Beds & Near Downtown

Indy Speedway Retreat: King Beds & Near Downtown
Speedway
10.0 out of 10, Exceptional, (10 reviews)
"Property was awesome. Plenty of room and place was very clean when we arrived. "
United States
kyle s.
The price is AU$610
includes taxes & fees
27 May - 28 May
Indy Speedway Retreat: King Beds & Near Downtown

Cozy Home Plainfield Indy

Cozy Home Plainfield Indy
Plainfield
7.4 out of 10, Good, (6 reviews)
"Good place- it did however have a broken toilet seat when we arrived, but we dealt with it"
United States
Tim C.
The price is AU$527
includes taxes & fees
18 May - 19 May
Cozy Home Plainfield Indy

Charming Home in Speedway. King Beds. Pet Friendly!

Charming Home in Speedway. King Beds. Pet Friendly!
Speedway
10.0 out of 10, Exceptional, (2 reviews)
"Had a wonderful fenced-in yard. Inside was spotless, nice decor. Kitchen was furnished with everything needed to cook (except a can opener, which host Michelle had delivered the next morning!). Plenty of towels for the bathroom. The only cons were: the Roku upstairs needs to be updated or replaced; couldn't be used. Dining room/hall floors were really squeaky when stepped on. Did not see an outdoor grill or patio furniture, but there were 2 picnic tables. It is on a busy street, but there...
United States
Janice
The price is AU$648
includes taxes & fees
26 May - 27 May
Charming Home in Speedway. King Beds. Pet Friendly!
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 Jamestown Hotel Reviews

Find out more about Jamestown

Everything you need to know about Jamestown 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 Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Jamestown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jamestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamestown. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown 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 Jamestown holiday rentals we have selected for you start as low as AU$170 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown 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 Jamestown 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 Jamestown 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 Jamestown. 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 Jamestown?

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

6BR Executive Home. Gym,Office&EV Charger Designed for Living, not Just Staying: This holiday home rental outside of Jamestown offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

What can I see and do in Jamestown?

Explore the area and family-friendly sights such as Traders Point Creamery, or get out into nature at a spot like Eagle Creek Park. In the wider area, you’ll find The Trophy Club and Wabash College.

What are holiday rentals like in Jamestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamestown. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips.