Holiday rentals in Ashley

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Top-rated holiday rentals in Ashley

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Top guest favourite
A charming brick carriage house is surrounded by lush greenery and trees. The exterior features a steeply pitched roof and a bay window. A spacious driveway leads to the two-car garage, enhancing the serene setting on the property.
Guest house in Fort Wayne
4.99 out of 5 average rating, 179 reviews

Welcome To Pine Cone

Enchanting 1 BR/1 BTH carriage house in Fort Wayne, close to amenities, but nestled amidst trees and wildlife for privacy and serenity. This second story space located minutes from downtown, Parkview and PFW still sits on a quiet 2 acre lot. The built in shelves, drawers, chef's kitchen, designated work area and ample closet space make it ideal for a longer term rental. The bedroom has a queen bed. The pull out sofa provides another queen sleep space. This is a pet free/smoke free environment.

Top guest favourite
A clear blue pool is seen surrounded by a white fence, with colorful floatation devices visible on the water's surface. Grassy areas and trees provide a natural backdrop, while nearby structures, including a shed, are positioned in the distance.
Guest suite in Fort Wayne
4.96 out of 5 average rating, 334 reviews

Farmhouse suite - Pool!

A farmhouse suite welcomes you! Enjoy a stay in a large private guest suite on the 2nd floor of our historic farmhouse. You'll enjoy a relaxed haven that feels like the country, inside the city! Only 5 minutes from shopping, parks, trails, restaurants, library and 15 minutes from downtown. Enjoy park-like setting, use of pool during Summer (shared), and large yard. 2nd bedroom available for add'l $. We will rotate pool use if other guests are here. No pool parties. See guest access info

Top guest favourite
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana
4.97 out of 5 average rating, 559 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Top guest favourite
A spacious deck is illuminated by soft lighting, showcasing several lounge chairs and umbrellas. The wooden surface reflects a recent rain, creating a serene atmosphere. The surrounding trees gently frame the outdoor space, enhancing the tranquility of the lakeside setting.
Home in Pleasant Lake
4.95 out of 5 average rating, 101 reviews

Modern Lakeside • Deck + Beach

Is this the best lakehouse in Indiana? Features (rare) FOUR spacious bedrooms, a fully-stocked kitchen, massive lighted deck, screened porch, large beach, firepit area, lake toys (kayaks, SUP boards, and paddleboat), and attentive hosts! You will see why The Sanctuary on Golden Lake is the place to make lifelong memories with others. There's no rocky shoreline - enjoy floating or swimming without worrying about speedboats. NOTE: No pets. No parties. No smoking. No college-aged groups.

Top guest favourite
A serene view of Sylvan Lake showcasing a calm body of water surrounded by trees. Two docks are visible, one with a canoe positioned nearby. A large gray house stands in the background, indicating lakeside living. The sky is overcast, and the area appears peaceful.
Cottage in Rome City
4.98 out of 5 average rating, 247 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Top guest favourite
A screened-in porch features a round table with four chairs and a rocking chair, providing a relaxing view of the tranquil lake. The surrounding grassy area includes several trees and a fire pit, enhancing the serene outdoor ambiance.
Cottage in Pleasant Lake
4.97 out of 5 average rating, 147 reviews

Long Lake Cottage

Long Lake Cottage is on a 10 mph lake that is a pretty peaceful spot to relax. Enjoy bonfires, kayaking, fishing, and grilling at our place. Long Lake is a part of the Pigeon River chain that you can kayak along through multiple lakes. Less than 10 minutes from Angola (Trine University, Pokagon State Park, groceries, etc.). We hope you enjoy your stay! We have a strict cancellation policy, but we will refund you 100% of your stay if you do need to cancel 14 days before your arrival.

Guest favourite
A comfortable living space features a sectional couch with yellow accent pillows, a wall-mounted TV, and a white entertainment unit. Large windows are dressed with sheer and orange curtains, allowing natural light to brighten the room. A patterned chair adds a touch of color.
Home in Angola
4.98 out of 5 average rating, 149 reviews

Fox Lake Road Bungalow (Near Trine University)

This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Top guest favourite
A multi-story carriage house is presented with a gray exterior and white trim. Large windows adorn the upper level, allowing natural light to enter. The structure features two garage doors at the ground level, and a landscaped area enhances the inviting appearance.
Flat in Fort Wayne
4.99 out of 5 average rating, 545 reviews

Carriage House near Downtown

The Carriage House is a smoke free and pet free environment. Our place is good for couples, solo adventurers, business travelers, and families (with kids). It is a private carriage house completely detached from the other residence on property giving our guests access to a private kitchen, living room, dining room, bedroom, laundry area, and loft. The carriage house backs into a private fenced in yard with roughly 1/2 acre of land which is equipped with firepit.

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 400 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Top guest favourite
The exterior of the cottage features a combination of white siding and natural wood accents. Large floor-to-ceiling windows provide expansive views of the surrounding landscape. A manicured grassy area surrounds the structure, complemented by the presence of mature trees and a nearby black circular building.
Cottage in Fremont
4.97 out of 5 average rating, 200 reviews

Relaxing Cottage Near Clear Lake

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Top guest favourite
Home in Hicksville
4.98 out of 5 average rating, 112 reviews

Peaceful 3-Acre Escape | Scenic & Central

Sonrise Cottage is a peaceful countryside escape set on 3 private acres, where rustic charm meets thoughtful modern updates. Surrounded by open skies and quiet farmland, it’s the perfect place to slow down and reconnect. Whether you're planning a family getaway, a romantic weekend, or a restful stop along your travels, you’ll love the peaceful setting — all while being close to area attractions and things to do.

Top guest favourite
An entrance is framed by wooden steps leading to the upper-level apartment. Two chairs are positioned on a small patio area, complemented by a bench. Lush greenery and trees are visible, creating a serene outdoor space.
Guest house in Fort Wayne
4.98 out of 5 average rating, 236 reviews

The Palomino - Centrally Located Loft Apartment

At the Palomino you are close to everything Fort Wayne has to offer! This studio loft apartment is filled with light, warmth and feels almost like a tree house. This space is full of charm, plants and coziness. You are minutes from downtown, Purdue Campus, Memorial Coliseum, Indiana Tech, Target, Glenbrook Mall, grocery stores, coffee shops, ice cream shops and amazing restaurants!

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