Vacation rentals in New Haven

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Top-rated vacation rentals in New Haven

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Top guest favourite
The exterior of the renovated schoolhouse features a bright white facade with green trim and a welcoming red door. Two rocking chairs are positioned on the front porch, surrounded by lush greenery and flowering plants. An American flag is displayed, adding a touch of character.
Place to stay in Warrenton
4.97 out of 5 average rating, 100 reviews

1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

Guest favourite
A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.
Cottage in Gasconade
4.91 out of 5 average rating, 300 reviews

1940's River Cottage w/ Hot Tub

Something for everyone! This home is less than 9 mi. from historic Hermann, MO. There you can enjoy several wineries, shops & restaurants. From this property you are just a short walk to the Gasconade River near the MO River. Great boating, fishing & swimming w/ easy boat ramp access & parking. The Union Pacific Railway crosses the river & N. side of town. Gasconade is a small quiet town except for the occasional train or boat going by. At night enjoy stargazing from your private hot tub.

Top guest favourite
A private hot tub is illuminated with soft blue lights, surrounded by a wooden fence. String lights hang overhead, enhancing the evening ambiance. The area offers seating options, creating a cozy space for relaxation.
Cottage in Augusta
4.9 out of 5 average rating, 115 reviews

Romantic Augusta Cottage-Relax & get away!

This cottage is designed to strengthen and refresh couples looking for a getaway from busy life. Relax in the comfortable Living room or prepare a meal in the recently updated fully furnished kitchen. Enjoy your nights in the spacious bedroom furnished with a California King sized bed and TV in the room. Enjoy the private hot tub just steps from the door or use the BBQ pit to create a meal to enjoy together. Area restaurants, wineries & golf are just minutes away! You are sure to enjoy!

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, 104 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 exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 602 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

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, 141 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
The farmhouse exterior features a two-story structure with a rusted metal roof, flanked by large trees. A welcoming front porch is highlighted by a red railing and equipped with several chairs, offering a relaxing space to enjoy the surrounding green lawn and peaceful countryside.
Farm stay in Berger
5 out of 5 average rating, 209 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, 200 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
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny homes in Fulton
4.99 out of 5 average rating, 261 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Top guest favourite
Loft in Washington
5 out of 5 average rating, 439 reviews

2nd Street Loft - Riverview

Complete Rehab, this historic 1883 storefront building hosts a well known artist and his gallery on the 1st floor. Above is your "loft space" close to wineries, Amtrak, featuring great views of the Missouri River. You’ll love this Downtown Washington location because of the walkable shops, bars, and restaurants many in historic buildings. The loft is great for couples, solo adventurers, and business travelers who can walk a flight of stairs.

Top guest favourite
The living area features a comfortable loveseat and a chair, accompanied by a stylish, round coffee table. A large window adorned with floral curtains allows natural light to brighten the space. A retro-style refrigerator and kitchenette are visible in the background.
Home in Union
4.99 out of 5 average rating, 211 reviews

Route 66 Retreat - Pets Welcome - No cleaning fee

Our pet-friendly, peaceful pit stop is perfect for those traveling the Mother Road, heading to Missouri wine country, or exploring St. Louis area attractions like Purina Farms, Meramec Caverns and much more. This newly remodeled, rural retreat has all the amenities you need for a good night’s rest during a road trip or to spend a few days and relax. There is both indoor and outdoor space to enjoy, including a fenced in yard for pets.

Top guest favourite
A cozy seating area features an arrangement of two armchairs, one upholstered in blue and the other in green, complemented by a light brown recliner. A wooden coffee table sits at the center, adorned with a decorative tray. Soft lighting is provided by two lamps on either side.
Apartment in Washington
4.96 out of 5 average rating, 489 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.

Popular amenities for New Haven vacation rentals

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