Vacation rentals in Cumberland

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Top-rated vacation rentals in Cumberland

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

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Top guest favorite

A dark sofa is positioned against a light wall, accented by colorful throw pillows. A patterned area rug lies beneath, and a small table with a lamp stands nearby. Shelves on the wall display framed pictures and decorative items, adding a personal touch to the space.

Guest suite in Imogene

4.95 out of 5 average rating, 131 reviews

Imogene Farmhouse/SunnySide Saloon

Lounge outside in the hammock and watch the cornstalks swaying in the breeze or the cattle grazing. Boardgames, cards, records, & fiber-optic wi-fi to keep you entertained when inside. A kitchenette/bar area to relax & rehash the day's adventures. Located one mile from Imogene, a small but mighty Irish community. Book a tour of the stunning St. Patrick Catholic Church on the hill, wet your whistle at the Emerald Isle Bar & Grill, or bike/walk through the tree-lined Wabash Trace Nature Trail.

Top guest favorite

The two-story farmhouse features a white exterior and a welcoming front porch, adorned with potted plants. A staircase leads to the entrance, flanked by a neat lawn. An American flag is displayed, adding to the home's charm and character.

Home in Earlham

4.96 out of 5 average rating, 112 reviews

Friendly Quarters

This charming location is a farmhouse style home built in 1914. Easily found on the main street through town, a one block walk in any given direction will put you at the center of the city. A grocery story, eating establishments, gift shops and community center are conveniently located in the downtown area. Friendly Quarters operates as a non-profit organization to support the missions and ministries of Earlham Friends (Quaker) Church located right next door.

Top guest favorite

An outdoor space features a saltwater spa adjacent to a circular seating area with Adirondack chairs gathered around a fire pit. Lush grass surrounds the area, and trees frame the view, creating a peaceful retreat in the countryside.

Home in Afton

4.99 out of 5 average rating, 141 reviews

The Country Oasis

The Country Oasis is the ideal destination for those seeking a serene retreat or a rejuvenating escape. This delightful vacation rental features 3 bedrooms and 2 bathrooms, making it perfect for your next getaway. With modern amenities and comforts such as a hot tub, fireplace, and various gathering spaces both indoors and out, The Country Oasis guarantees a memorable experience with friends and family. Come and enjoy the best of country living in southwest Iowa!

Top guest favorite

A historic building with a red and brown brick facade features multiple large windows adorned with decorative stonework. The entrance is framed by a modern glass door, and nearby, a sidewalk is lined with planters, contributing to the character of the downtown area.

Apartment in Villisca

5 out of 5 average rating, 41 reviews

The Banker's Suite

Welcome to our modern apartment in a historic bank in downtown Villisca, Iowa. This property combines elegant past with modern comforts. Sleep peacefully in the queen-size bed in the private bedroom to accommodate 2 guests. Refresh in the walk-in shower in the bathroom and enjoy the convenience of a laundry room. Explore the unique history, shops and cafe just steps away! Experience the best of Villisca in this charming and sophisticated Airbnb property.

Top guest favorite

A welcoming guest house is framed by lush greenery and a well-maintained lawn. A sign displays 'Wildwood Farms Iowa Guest House Est. 2021', while a porch with an American flag is visible, echoing a sense of home and tranquility.

Farm stay in Lewis

4.98 out of 5 average rating, 165 reviews

Wildwood Farms Iowa Guesthouse, Bed and Breakfast

Tucked deep in the rolling hills of the Nishna Valley, get away from the hustle and bustle of the city and enjoy the peaceful sounds of nature in our charming 105 year old, 3 bedroom farmhouse! A star gazers dream! We are located in rural Lewis, IA, 15 minutes south of Interstate 80- just off Historic Hwy 6 - Historic White Pole Road, 12 miles to 'Antique City', Walnut, IA, 45 minutes to Downtown Omaha and 90 minutes to downtown Des Moines.

Guest favorite

The exterior of a single-story house is visible, featuring a well-maintained lawn and a paved driveway leading to an attached garage. The front porch is adorned with a railing, and a mix of trees and shrubs frames the property, creating a pleasant neighborhood ambiance.

Home in Creston

4.84 out of 5 average rating, 146 reviews

House in Creston

Relax with the whole family in this cute cozy house. The house sits on a large corner lot in a quiet neighborhood. 3 bedrooms, 1 king and 3 single beds. Even a toy room for the little ones. Relax in one of the 4 recliners and watch a movie on the big screen tv. Plenty of room to park the boats, electric for charging available and a fish cleaning table is available. Perfect place for your hunting or fishing trip. Pets welcome

Guest favorite

A charming two-story house features a light green exterior with white accents and a welcoming porch. The entrance is framed by lush greenery and flower beds. A gravel driveway leads to a detached garage in the background, while raised garden beds are visible in the front yard.

Home in Atlantic

5 out of 5 average rating, 20 reviews

Beautifully updated quiet oasis

This charming and comfortable retreat for travelers is situated in a peaceful residential neighborhood. The property has been meticulously renovated blending modern conveniences with classic architecture. With an ideal location, thoughtful amenities, and welcoming atmosphere, this is an exceptional experience for travelers seeking comfort, style, and convenience during their stay.

Top guest favorite

A light-filled kitchen features open shelving adorned with colorful glassware and decorative items. A modern refrigerator and pink microwave complement the white cabinetry. A central island with bar stools offers seating, while a floral arrangement adds a touch of charm.

Apartment in Stuart

4.99 out of 5 average rating, 130 reviews

The 1894 by Doe A Deer | 2 br, 1 bath apartment

Welcome to The 1894 by Doe A Deer - a newly renovated 2 bedroom spacious apartment located in historic downtown Stuart! Enjoy restaurants, boutiques and coffee just steps from the front door. Relax and enjoy the view from your new favorite small town spot. Perfect for getting ready with your wedding party, families, girls trips, anniversaries & more! We can’t wait to host you!

Top guest favorite

A charming guest cabin is nestled among lush greenery, featuring a welcoming porch with wooden steps leading to the entrance. Large windows allow natural light to fill the space, surrounded by trees that enhance the secluded atmosphere.

Cabin in Red Oak

5 out of 5 average rating, 51 reviews

Idlewood Cabin

Take it easy at this unique and tranquil getaway. Set on a wooded hillside overlooking the East Nishnabotna River valley, our lovely guest cabin is a great place to relax ( no TV in cabin ). Wake up in the morning to birdsong and the chatter of squirrels in the trees. Enjoy a campfire in the picnic area just outside your door. Just a note, we don't allow pets.

Top guest favorite

A living area presents a mix of brown leather accent chairs and a gray fabric sofa, adorned with decorative cushions. A wooden coffee table sits centrally on a light area rug, while plants are displayed on a wall-mounted rack. Natural light filters through the window, covered by dark curtains.

Home in Creston

4.99 out of 5 average rating, 122 reviews

Uptown BnB - Creston, IA

Located in uptown Creston, your family will be close to everything when you stay at Uptown Bnb! -Sleeps 8 guests -Walk to uptown Creston -4 Total beds with 1 pullout couch -3 Bedrooms & 2 full baths -Fully Equipped Kitchen -Gas Grill -High-Speed Wifi -Live TV streaming with Hulu -Keyless Entry -Private parking for 1 car + free street parking

Guest favorite

The exterior of a one-bedroom house is displayed, featuring a brown brick facade and a simple gabled roof. A concrete path leads to the front door, framed by two large windows on each side, alongside a well-maintained grassy area.

Home in Atlantic

4.9 out of 5 average rating, 153 reviews

Cozy Home Away from Home

Cozy one bedroom house with fully equipped kitchen. Pots and pans, dishes, stove, microwave and coffee pot & coffee all available to guests. Roku TV, WiFi, washer and dryer as well. Bedroom with Queen size bed and full size pull out couch in living room. Entry has no steps and convenient on street parking near front door.

Guest favorite

The exterior of a charming two-story home is presented, featuring a light brown facade and a covered front porch. A neatly paved walkway leads to the entrance, framed by lush green grass and minimal landscaping. The house showcases several windows allowing for ample natural light.

Home in Atlantic

4.84 out of 5 average rating, 44 reviews

Large Family Home

Enjoy our fully loaded home for holiday gatherings, working on the road, or just traveling by town. Includes a fully equipped kitchen, tvs with streaming, and washer/dryer. This is a three bedroom home with a queen bed and tv in each one. The living room has a hide-a-bed sofa for extra places to sleep.