Holiday houses in New Haven

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Top-rated holiday rentals in New Haven

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

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Guest favourite
A living area features a comfortable dark sofa paired with a vintage-styled wooden coffee table. A natural fiber rug lies underfoot, enhancing the space. Framed black and white photographs adorn the walls, complemented by a floor lamp that softly illuminates the room.
Townhouse in Marthasville
4.99 out of 5 average rating, 83 reviews

Treehouse on the Katy Trail (Bur Oak)

The best of what Missouri has to offer surrounds you at Treehouse on the Katy Trail. This 100-year-old home has been fully renovated in a modern farmhouse style, but it's what awaits you outdoors that will really make your stay here memorable. The Missouri River Valley is a unique beauty that everyone should have a chance to experience, which is why a portion of all proceeds will be donated to Magnificent Missouri, a nonprofit organization dedicated to celebrating and protecting the Katy Trail.

Guest favourite
A cozy bedroom features a queen bed adorned with a light quilt and decorative throw pillows. A large painting of a serene forest scene hangs above the bed, complemented by minimalistic lamps on either side. A hanging chair adds an inviting touch to the space.
Loft in New Haven
5 out of 5 average rating, 27 reviews

Back Door Guest Suite, Zia My Retreat

Retreat & Relax in this historic, loft apartment in the heart of downtown New Haven, MO, the heart of wine country! Nestled in where all the action is... walk to the wine bar, brewery, distillery, shops, restaurants and the Missouri River levee walk. Soak up all of these local experiences or enjoy a short, scenic drive to visit one of beautiful surrounding towns: Hermann, Washington, Rosebud or Augusta. Play all day and come back to retreat & relax at your home away from home, Zia New Haven.

Top Guest favourite
The kitchen features a blend of modern and industrial design, highlighted by exposed brick walls and wooden shelving. A double basin sink is situated under a window with black curtains. Kitchen appliances, including a coffee maker and microwave, are visible on the counter.
Home in Owensville
4.97 out of 5 average rating, 115 reviews

The Brick Cottage in Owensville

Enjoy a small town stay in The Brick Cottage! This home is located in the heart of a Owensville right along the highway. The home has been updated with an industrial farmhouse vibe while maintaining its original character & charm. It is the perfect place to stay when in town for weddings, family visits, work travel, or just a getaway. Close to wedding venues & wineries. Visit our small town & stay The Brick Cottage. 30 minutes from Hermann & St. James. 1.5 hours from St. Louis & Columbia.

Top Guest favourite
The exterior of a round mini house is illuminated by warm light as evening falls. A gentle pink and orange sky serves as a backdrop, highlighting the soft texture of the stucco walls. Nearby, two wooden chairs relax on a grassy area, complementing the serene landscape.
Farm stay in New Haven
4.95 out of 5 average rating, 107 reviews

The Round Room Tower at Moy Mell Farm

Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

Top Guest favourite
The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.
Treehouse in Hermann
4.99 out of 5 average rating, 145 reviews

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

Top Guest favourite
Farm stay in Berger
5 out of 5 average rating, 211 reviews

Cozy 1882 Farmhouse-10 minutes from Wine Country

Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

Top Guest favourite
Home in Villa Ridge
4.95 out of 5 average rating, 210 reviews

Serenity Valley• Secluded Escape • No Cleaning Fee

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional sofa queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

Top Guest favourite
Guesthouse in New Haven
4.96 out of 5 average rating, 47 reviews

Lake View Cottage

Our newly remodeled cottage is the perfect getaway for two. Take advantage of the fully stocked kitchen and the cozy indoor fireplace. Enjoy a peaceful dinner on the deck overlooking the lake. Followed by a glass of wine relaxing by the outdoor firepit. Take a short 2 mile drive and enjoy live music at the local wineries; Triple 3 Vineyards and McKelvey Vineyards. Located 18 miles outside of Hermann- Wine Country

Top Guest favourite
The exterior of a restored early 1900s brick home is showcased, featuring a welcoming front porch with decorative planters. Large windows allow natural light to fill the interior. A well-maintained lawn surrounds the house, complemented by mature trees in the background.
Apartment in Washington
4.96 out of 5 average rating, 496 reviews

Elbert haus

The entire 2nd floor reserved to just one set of guest. Just three blocks from the Missouri Riverfront, historic downtown Washington, and near many fine restaurants. This early 1900s fully restored brick home offers a perfect place to lay your head after an exciting day. The house is located within walking distance of the Amtrak train station, close to the hospital and the trans Missouri Katy bicycle Trail.

Top Guest favourite
Apartment in Washington
4.98 out of 5 average rating, 242 reviews

2nd Street -Deck Suite (back entrance)

Entrance in rear of building up the deck stairs. We have rented out as monthly rental. Completely renovated historic 1883 building offering rear 2nd floor 1 bedroom apartment. Interior is modern with kitchen, washer/dryer, and large deck in downtown Washington. Walk to bars, shops, restaurants, and the train station. Wineries are a short drive away.

Top Guest favourite
A scenic view captures a newly built cabin amid lush green grass and a tranquil pond. The sky displays vibrant hues of pink and purple as the sun sets, while a single tree stands prominently in the foreground, creating a harmonious landscape.
Cabin in Leslie
4.99 out of 5 average rating, 78 reviews

Lake Cabin Near the Bourbeuse!

Kick back and relax in this newly built, stylish cabin. Enjoy the awesome porch and the great outdoors. Enjoy the lake or take a nice walk to the river. Wineries, restaurants and antique shops are nearby. Great weekend getaway or place for business travelers after a long day. Bring your fishing pole and binoculars!

Top Guest favourite
The exterior of a renovated cabin features exposed wooden logs and a gabled roof. A covered porch extends from one side, and a low stone wall borders the cabin. Large windows allow natural light to enter, highlighting the rustic charm of the structure.
Farm stay in Union
4.94 out of 5 average rating, 261 reviews

Cozy Cabin Retreat

This renovated cabin from the 1800's is the perfect rustic getaway! Located just about an hour west of downtown St. Louis on a working farm, guests can enjoy the peace and tranquility of the farm or explore nearby historic towns, wineries, breweries, restaurants and other attractions.

Popular amenities for New Haven holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Franklin County
  5. New Haven