Holiday rentals in Guilford

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Top-rated holiday rentals in Guilford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The kitchen features a large wooden island with a white base, surrounded by black stools. Wood ceiling beams complement the light wood cabinetry and black appliances. Natural light streams through the windows, highlighting the modern sink and contemporary fixtures.
Home in Greenwood
4.97 out of 5 average rating, 117 reviews

Cheerful & cozy farmhouse 2 bedroom home

Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

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, 252 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.

Guest favourite
Guest suite in Mooresville
4.91 out of 5 average rating, 329 reviews

A room with view - great location

This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

Guest favourite
The spacious living area features a cozy leather sofa facing a mounted TV, complemented by a modern wooden TV stand. A breakfast bar with four high stools runs along the kitchen's edge, and natural light filters in through a nearby window.
Home in Holy Cross
4.96 out of 5 average rating, 128 reviews

Modern Carriage House Indianapolis

Welcome to our charming carriage house in the heart of Indianapolis! Just minutes from the Convention Center, Lucas Oil Stadium, Gainbridge Fieldhouse, Bottleworks District, and Mass Ave, our location is perfect for exploring. Enjoy modern comforts in a historic setting with a cozy living area, a fully equipped kitchen, comfortable bedrooms, a modern bathroom, one garage space, free coffee, fast wifi, and high-quality furniture for a comfortable stay. Book now for an unforgettable experience

Top guest favourite
A spacious living area features muted gray walls and a large picture window dressed in patterned curtains. A recliner couch, accented with decorative pillows, is paired with a Moon Pod therapeutic bean bag chair. A wooden coffee table is centered on a patterned area rug.
Flat in Indianapolis
4.94 out of 5 average rating, 173 reviews

Your Comfy Indy Suite

Safe, peaceful suburban neighborhood. Only 15 minutes from downtown Indy. Easy drive to IUPUI, Convention Center, Lucas Oil Stadium. Free parking at your door. Great for long term stays. Fully stocked kitchen. Free laundry facilities. Padded office chair and fast Wi-fi at your laptop workstation. 55" Vizio 4K HDR Smart TV. Moon Pod Zero Gravity Chair for therapeutic relaxation. Queen-size Sealy Plush Pillowtop hybrid mattress, with 2 standard foam pillows and 2 MyPillows.

Top guest favourite
A welcoming living area features a light wood ceiling and modern furnishings. A comfortable sofa faces a round coffee table, surrounded by two leather armchairs. Natural light enters through the windows, while the adjacent kitchen area displays modern appliances and cabinetry.
Home in Speedway
4.96 out of 5 average rating, 268 reviews

Perfect 500 Location!

he perfect place to stay for all Indy events ! The whole group will enjoy easy access to everything from this centrally located place. WALK to the track! Two KING size beds! Off Street parking! Bicycles available for use for the weekends! (please request) Open layout for enjoying your travel partners. Wonderful opportunity at a great price. Close to Convention Center and all things downtown Indy too! Airport is 12 minutes away. Please, NO Cats or other type pets, beside dogs.

Top guest favourite
Flat in Indianapolis
4.98 out of 5 average rating, 421 reviews

Enjoy Comfort & History! - Suite w/ Private Entry

We look forward to welcoming you to a private suite that is the guest quarters in our home. You’ll have a private entrance & 3 rooms to yourself. There’s a living room with a table and chairs, a bedroom with a queen-size bed - nightstands, dresser and closet space with hangers for your use - and a newly remodeled full bathroom. There’s also a kitchenette in the hallway which is an antique Hoosier Cabinet equipped with a microwave, mini-fridge, coffee pot, and hot water pot.

Top guest favourite
Loft in Mooresville
5 out of 5 average rating, 404 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!

Guest favourite
A spacious living area features a comfortable sofa with decorative cushions and a textured area rug. A ceiling fan enhances air circulation while a large wall clock adds a focal point. A dining area with blue chairs is visible through an open entryway, enhancing connectivity.
Flat in Plainfield
4.9 out of 5 average rating, 31 reviews

The Trailside Treasure

Trailside Treasure is your cozy retreat just minutes from downtown Indianapolis and the world-famous Indianapolis Motor Speedway. Perfect for race fans, city explorers, and nature lovers, this charming stay offers quick access to vibrant dining, shopping, and entertainment, while being steps from scenic trails and parks. Enjoy the perfect balance of city convenience and peaceful relaxation in one inviting getaway.

Top guest favourite
A two-story building is positioned on a clear day, featuring white siding and large windows. A wide staircase leads to the entrance on the second floor, while two garage doors are visible below. Well-maintained landscaping includes a brick pathway and colorful flower beds.
Flat in Plainfield
4.97 out of 5 average rating, 153 reviews

Comfort & Privacy, 1 BR Apt, 14 Min to Airport

If you enjoy the comfort and privacy of your own spacious bedroom, living room, private bath, and kitchen, then you’ll love us! We are right on Main Street (US40) near downtown Plainfield, IN with easy access to Interstates and Indianapolis just minutes away. We accommodate singles and couples from near and far. We love using Airbnb ourselves and know how nice it is to feel comfortable when you travel.

Guest favourite
The living area features a comfortable seating arrangement with two sofas and a television. Large windows with patterned curtains allow natural light to fill the space, while a dining area with a table and chairs is visible in the background. The kitchen includes a stove, adding functionality to the room.
Apartment in Mooresville
4.89 out of 5 average rating, 142 reviews

2 bed 2 bath upstairs unit Downtown Mooresville

25 minutes to downtown Indy. Within an hour to Bloomington or Brown County. Be sure to check out several local boutiques and restaurants in Historic Downtown Mooresville. Master features queen bed and private bath. 2nd bedroom offers 2 twin beds. Two full size futons in living area. Stocked kitchen. This is an upstairs rental. Street parking daytime hours. Overnight parking approximately 1 block.

Top guest favourite
A modern kitchen layout features sleek white cabinetry and a black countertop. A black dishwasher and gas stove are included. A small coffee station is set up on a nearby table. Natural light enters through a window, illuminating the open space with a rustic touch.
Bungalow in Indianapolis
4.99 out of 5 average rating, 140 reviews

Speedway Bungalow off Main

This newly renovated duplex bungalow is a 1 bedroom, 1 bath house that has all of the charm and special details of a historic home yet has all of the amenities you could want. This house is within walking distance to the Indianapolis Motor Speedway and all of the other restaurants and attractions in Speedway and just minutes from downtown Indianapolis. There is free street parking.

Popular amenities for Guilford holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Hendricks County
  5. Guilford