Holiday houses in New Haven

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Top-rated holiday rentals in New Haven

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Guest favourite
A spacious living area features a comfortable brown couch centered around a coffee table. A rustic fireplace is set against a brick wall, providing warmth. Light-colored walls and plenty of windows enhance the natural light flowing into the room.
Home in St. Peters
4.88 out of 5 average rating, 393 reviews

Private Walkout w King Bed & Bath + large livingrm

Our house sits in a very quiet and safe neighborhood. When you stay with us you will enter through the walkout basement. You have full access to our very private downstairs apartment. This will enter you right into the very large living area. The master bedroom is complete with a King bed, black out curtains and walk-in closet. Attached is a full size bathroom with walk-in shower. Amenities include television, DVD, WiFi, Kuerig, mini-fridge and access to patio/porch with backyard fire pit.

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, 282 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
Cabin in Innsbrook
4.95 out of 5 average rating, 187 reviews

Squirrel Run at Innsbrook Resort

WINTER ---> NOV-MAR: 4 -wheel drive car is recommended. In heavy snow, the cabin is deep in the woods & services would not be able to plow you out immediately. NO PARTIES. We have a 8 person occupancy. This includes holidays. Squirrel Run is nestled on 3 acres in a secluded wooded setting within the Innsbrook Resort Community. This 2-bedroom, 1-bathroom home sleeps 8 and offers everything from hiking, canoeing, swimming, or lounging around the firepit. More details on IG @squirrel_run_ibk

Top Guest favourite
A spacious gazebo is framed by wooden beams, providing shaded seating around a central table. Plush chairs with light cushioning invite relaxation in the outdoor space, surrounded by a well-kept yard. The backdrop includes a brick exterior and nearby residential structures.
Home in Washington
5 out of 5 average rating, 127 reviews

Vitality Retreat 1 block from DT/Riverfront/Shops

Gather & make memories at the Vitality Retreat! Located a block from historic downtown Washington restaurants/shops/bars, you will have ample amenities for a fun and rejuvenating stay. Pet friendly/fenced yard! Enjoy coffee in the gazebo, yard games, or 1-block walk to the riverfront! 15 minutes to wineries, 45 minutes from STL. Location perfect for memory making. 4 BRs, 4 Bathrooms ensure ample space! Pet friendly, please note any pets beyond 2 will be an additional $100 per pet. Thank you!!

Top Guest favourite
A private patio area is illuminated by string lights, creating a warm ambiance. The patio features a small table and chairs, surrounded by a green lawn. A fenced area is visible in the background, adding to the outdoor space.
Guest suite in Union
4.95 out of 5 average rating, 111 reviews

TJ’s Country Getaway *Dog Friendly*

If you’re looking to just getaway, relax and disconnect then you’ll love this country setting located halfway between Washington and Union, Missouri. It’s quiet and peaceful, especially at night, yet only 15 minutes from dining along the riverfront, and enjoying live music on the weekends. Just 25 minutes from Purina Farms and 1 hour drive to St Louis Gateway Arch. From your private patio, you will enjoy beautiful sunsets and the beauty of many birds and occasional wildlife.

Top Guest favourite
A cozy studio layout features a spacious queen bed adorned with floral bedding. A round dining table with four chairs is positioned nearby, surrounded by warm hardwood flooring. Natural light enters through a window, enhancing the inviting atmosphere.
Home in Villa Ridge
4.94 out of 5 average rating, 178 reviews

Serenity Valley (No Cleaning Fee- No pets please)

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional inflatable 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 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
5 out of 5 average rating, 101 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, 201 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
The living area features a spacious gray sofa paired with a brown recliner. A coffee table sits in the center, surrounded by a colorful area rug. Two blue lamps provide lighting, and a television is positioned on a turquoise console. Natural light enters through the window beside the door.
Guest suite in Rhineland
4.96 out of 5 average rating, 241 reviews

White Wolf Inn Apartment

Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

Guest favourite
A dining area features a light wood table set for two, with red plates and glasses. The kitchen area is located in the background, showcasing white cabinets and a dark countertop. A soft, neutral wall color enhances the spaciousness of the room.
Guest suite in Hermann
4.93 out of 5 average rating, 160 reviews

Suite #1 - 1 Bed 1 Bath in the middle of Downtown

Location, location, location! The Suites on 3rd are right in the middle of the action of charming downtown Hermann. Walk everywhere you need to go. Taking the Amtrak into town? We are only a few blocks away. This listing is for Suite 1 and features 1 bedroom and 1 bath. Roku TV for you to login to your favorite streaming service (no cable) Message me for info on how to book more than one suite. We have 5 total suites with a total of 8 bedrooms. Easy contactless check-in!

Top Guest favourite
The spacious living room features a stone fireplace and a large mirror. A modern glass coffee table sits atop a black-and-tan area rug, surrounded by comfortable seating. Natural light enters through multiple windows, illuminating the bright and minimalist decor.
Home in Villa Ridge
4.8 out of 5 average rating, 276 reviews

Sunny Modern Farmhouse - Pet Friendly Purina Farms

Our Coleman Road farm may look like a quaint older house from the outside, but inside you'll find a stylishly-updated modern farmhouse you'll be excited to spend time in. The rooms are filled with afternoon sunlight, and have been tastefully decorated to provide a tranquil and comfortable retreat. With a spacious living room, two bedrooms, a full bath, and separate kitchen and dining area, the space offers everything you need in a cozy and modern setting.

Top Guest favourite
A single-story home is set against a backdrop of vibrant autumn foliage, featuring a striking red tree. The exterior is characterized by light-colored siding, green shutters, and wooden steps leading to the entryway. Natural light highlights the inviting environment.
Guesthouse in Marthasville
4.96 out of 5 average rating, 284 reviews

Hazel's House by the Katy Trail

In the heart of Missouri Wine Country. Within walking distance of the Katy Trail and Lake Creek Winery. Many wineries within a 25-30 minute drive. Enjoy a weekend getaway in a 2 bed 1 bath home. Hazel's House is clean, comfortable and private overnight accommodations. We are not a bed and breakfast, no food included, but there is coffee. Please make sure the location is suitable. We are located out in the country and the internet can be spotty.

Popular amenities for New Haven holiday rentals

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