Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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Top guest favourite
A cozy living area is highlighted by a three-bulb brass chandelier above a tan sofa, complemented by a wooden table. The wall features an arrangement of framed mirrors in gold and silver tones, while a doorway leads to other areas of the carriage house.
Guest house in Meridian Kessler
4.99 out of 5 average rating, 250 reviews

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

Top guest favourite
A cozy living area is presented, featuring a comfortable gray sofa and an armchair with a patterned fabric. A wooden coffee table stands at center, while a light fixture and an artwork are included on the walls. Natural light filters through the white blinds of the window.
Guest house in Indianapolis
4.97 out of 5 average rating, 386 reviews

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

Top guest favourite
A charming exterior of the home is displayed, featuring a welcoming front porch with hanging planters. Lush green grass and colorful flower beds surround the property, while a paved path leads up to the entrance. A clear blue sky enhances the inviting appearance.
Home in Lizton
4.96 out of 5 average rating, 70 reviews

3 Bed + 2 Bath Family Home w/ Game Room

Welcome to our charming home in Lizton, IN! Just minutes from two stunning wedding venues and a short 30-minute drive to downtown Indianapolis, this recent remodel offers comfort and convenience. Enjoy a spacious, fully stocked kitchen with a coffee bar, a cozy living room with a fireplace and TV, a laundry room, and a lovely backyard seating area. With three bedrooms and two baths, our home comfortably accommodates eight guests. Perfect for wedding guests, families, or anyone visiting Indy!

Top guest favourite
A charming cottage exterior is framed by a blossoming tree in the foreground. The wooden deck features a railing and is accessible through a glass-paneled door. Nearby, lush green grass extends toward an open field in the background, suggesting a serene rural setting.
Farm stay in Thorntown
4.97 out of 5 average rating, 196 reviews

Heavenly Acres Farm and Learning Center

Experience a relaxing stay, spending time watching chickens happily foraging or barn animals as they graze in the pasture. Take a walk by the creek, taking in the country sunset.Enhance your experience by interacting with the animals during a farm tour or helping with daily chores. We also offer a variety of learning opportunities as we share how we process fiber, health care for animals or maybe a simple hay ride. Here at Heavenly Acres we want to provide you with a unique farm experience.

Guest favourite
An open-concept living space features a modern kitchen with a white countertop and sink in the foreground. A comfortable seating arrangement is visible, including a black sofa, a red accent chair, and a neutral-toned rug. Large windows allow natural light into the area.
Flat in Whitestown
4.82 out of 5 average rating, 28 reviews

Luxe Escape Near DT Indy

Welcome to your modern retreat in Whitestown, Indiana! This brand-new 2-bedroom, 2-bathroom apartment offers a luxurious yet comfortable stay for up to 5 guests. Thoughtfully designed with spacious rooms, and premium amenities, for a relaxing getaway. Each bedroom is furnished with lush queen beds, and a rollaway bed ensures extra flexibility for larger groups. The apartment also features large walk-in closets, a private patio, a dedicated workspace for remote work, and upscale bathrooms.

Superhost
A bright living room features two navy blue sofas and a coffee table, set on a light-colored area rug. Soft lamp light creates a cozy ambiance, while a wall mirror reflects the space. Natural light enters through a nearby window, enhancing the inviting environment.
Home in Indianapolis
4.91 out of 5 average rating, 284 reviews

Indianapolis Home Away From Home!

Super-cute 1960's ranch is only 1/4 mile from Lucas Oil Raceway (Home of the US Nationals), and only 6 miles from the famed Indianapolis Motor Speedway! All new furnishings, beds, appliances, paint and carpet in 2017! The bedrooms all have private locks. There are TWO full-size futons in the family room! Fully stocked kitchen, large fenced backyard...perfect for the whole family!! When setting booking, please provide the names of all guests and what your planned use for the house is.

Guest favourite
An open concept living space features a modern kitchen with bar seating and a stylish dining area. A cozy sofa is positioned in the living area, complemented by vibrant orange accent chairs. Artwork adorns the walls, adding a pop of color to the neutral decor.
Flat in Whitestown
5 out of 5 average rating, 16 reviews

20 mins DT | Sleeps 5 | Radiant Vibes Spacious Gym

BRAND NEW 2BR/2BA Apartment | 2 King Beds + Rollaway Bed | Luxe Corporate Stay Spacious, modern apartment with 2 king beds, 2 full bathrooms, and a rollaway bed—perfect for families, couples, or business travelers. Enjoy large walk-in closets, a dedicated desk for remote work, and a private patio. Includes in-unit washer/dryer, high-speed Wi-Fi, and sleek bathrooms with luxury finishes. Community amenities: pool with sundeck, pickleball courts, 24/7 gym, pool table, and dog park.

Guest favourite
The exterior of a two-story guest house is surrounded by autumn foliage, showcasing wooden decking with a railing. The entrance features large windows, allowing natural light to brighten the space. A pathway leads from the front, bordered by seasonal plants.
Guest house in Brownsburg
4.86 out of 5 average rating, 584 reviews

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

Top guest favourite
A stylish living area features a brown leather sofa adorned with decorative pillows and a cozy throw. A round glass table sits on a striped rug, complemented by two contemporary floor lamps. Wall shelves display decorative items, enhancing the room's design.
Flat in Market East
4.88 out of 5 average rating, 255 reviews

Private Downtown Escape

Enjoy a stylish experience at this centrally-located place! Located in a secure block just steps away from the Monument Circle and walkable to Bankers Life Fieldhouse, The Convention Center, Mass Ave, museums, multiple restaurants and MUCH MORE! This industrial charmer has everything you need to be your home away from home - complimentary Wifi, Smart TV, washer and dryer access, plush Queen sized bed, and well equipped kitchen!

Top guest favourite
The living area features a comfortable gray sofa and two armchairs, inviting relaxation. A round coffee table sits at the center, with a soft area rug underneath. The space is filled with natural light, complemented by warm lamps, while shelves in the background house decorative items.
Loft in Mooresville
5 out of 5 average rating, 400 reviews

Loft Apartment: Beautiful Farm and Country Views

This beautiful, over the garage private apartment is located in a wooded area across from our 94 acre farm. A very peaceful setting to wind down and enjoy the nature around you. Conveniently located 15 minutes from the airport and 30 minutes from downtown Indianapolis. A work space is also available that overlooks this beautiful farm!! Also perfect for couples or small families to enjoy some time in the country!

Superhost
A well-lit room features a spacious queen wall bed stored in an upright position, revealing a kitchenette equipped with a microwave, refrigerator, and coffee maker. A framed feather artwork is displayed above the bed, complemented by a contrasting blue blanket and light-colored walls.
Guest suite in Indianapolis
4.85 out of 5 average rating, 436 reviews

Cozy Midtown Guest Suite

Private suite in convenient midtown location (just 5 minutes to popular Mass Ave and Broad Ripple attractions). Private side entry with digital access. Brand new queen bed, full bathroom, kitchenette, WiFi, large Smart TBV, easy street parking, large built-in shelves for storage and spacious closet. Complimentary snacks, teas and local coffee. This space is newly renovated.

Guest favourite
A modern kitchen showcases dark wood cabinetry paired with granite countertops. Stainless steel appliances, including a microwave and refrigerator, are clearly visible. A sink is positioned within the island, alongside decorative glassware and a wooden cutting board, contributing to a functional cooking space.
Flat in Frankfort
4.9 out of 5 average rating, 197 reviews

1-Bed/1-Bath in Downtown Frankfort (NPF-118)

Nickel Plate Flats: The premier apartment community in downtown Frankfort, Indiana. Equipped with stainless steel appliances, in unit washer and dryer, free parking, secured entry access, roof top terrace, and much more! Your next stay is conveniently located steps from downtown shopping and dining. We look forward to having you stay with us on your next trip!

Popular amenities for Jamestown holiday rentals

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  4. Boone County
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