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Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Top Holiday Rentals in New Haven

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
4 bedrooms, iron/ironing board, WiFi, bed sheets
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
10.0 out of 10, Exceptional, (1)
"This is our second stay at this beautiful property. We rang in the New Year at Mandolin Ridge and it was beautiful. We were greeted with the birth of two baby goats which was quite auspicious. The home is spacious and like going to a comfortable, beautifully appointed museum. Each room has hidden delights. A feast for the eyes indeed. The host, Loribeth, is considerate and warm as well detail oriented. It is clear she wants to provide excellence! Mandolin Ridge and Loribeth really deliver."
The price is £560
per night
7 May - 8 May
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
Cozy Cottage, we're told it's heavenly!
Exterior
Cozy Cottage, we're told it's heavenly!
10.0 out of 10, Exceptional, (146)
"Loved this cozy little peaceful property. Tucked into the hills woods perfectly with trails nearby. Short drive to Washington MO. I'll definitely be staying here again"
Cozy Cottage, we're told it's heavenly!
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
Property grounds
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
10.0 out of 10, Exceptional, (51)
"So much outdoor lake fun. Hot tub, paddle boards, kayaks, fire pit, beach and multiple decks and seating areas. Lake life!"
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
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Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
Fridge, microwave, oven, stovetop
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
10.0 out of 10, Exceptional, (61)
"Paul came to get us from the train station. He gave us a tour of the house. Everything looked nice. He had chocolate muffins and Stone Hill wine for us. Appreciated the rides to and from station. He was a great host. If we needed anything all we had to do was contact him. I mentioned we forgot to buy some root beer. He was so nice to get us some to take back. Enjoyed our girls trip to Hermann. "
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
Kork Haus - Whole house rental in Downtown Hermann
Exterior
Kork Haus - Whole house rental in Downtown Hermann
10.0 out of 10, Exceptional, (14)
"Enjoyed the winery's during the day. Enjoyed playing games and getting pizza from downtown that evening."
The price is £374
per night
5 May - 6 May
Kork Haus - Whole house rental in Downtown Hermann
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Smart TV
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
10.0 out of 10, Exceptional, (11)
"Helen’s House was a cute home with an amazing location. We had a group of friends celebrating a birthday in the group and the stay was perfect!"
The price is £405
per night
5 May - 6 May
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Cowboy cabin, March availability, look for discounted weekly rates!
Property grounds
Cowboy cabin, March availability, look for discounted weekly rates!
10.0 out of 10, Exceptional, (163)
"My stay at the cabin was very peaceful and easy. I couldn't ask any more from the owners. My kid LOVED the loft space and the owners dogs that would visit from time to time"
Cowboy cabin, March availability, look for discounted weekly rates!
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Fridge, microwave, coffee/tea maker
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
10.0 out of 10, Exceptional, (23)
"Great location for walking around downtown and close to several attractions. Live music at several locations within walking distance. Accomodations very clean. Bathroom functional but very small. Nancy was a great host."
The price is £187
per night
24 May - 25 May
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Frene Valley Guest House
Fridge, microwave, oven, stovetop
Frene Valley Guest House
10.0 out of 10, Exceptional, (62)
"Easy to find and lovely house. Nice seating area on back covered porch. We had six friends and it fit our needs well. Having the half bathroom downstairs was helpful. The 3.5 bathrooms upstairs were nice so multiple people could get ready at the same time. We would definitely come back!"
Frene Valley Guest House
Peaceful lake chalet - WIFI, kayaks, private dock
Fridge, microwave, oven, stovetop
Peaceful lake chalet - WIFI, kayaks, private dock
10.0 out of 10, Exceptional, (41)
"My friend and I and our teenaged daughters just spent a weekend at this beautifully decorated chalet. It had everything we needed for a fun and relaxing stay. The girls enjoyed the kayaks and there was a closet full of life vests. Also available were board games and puzzles, firewood, beach towels and a fully stocked kitchen including coffee, seasonings and cooking oils. Beds were comfy and towels soft and plentiful. Check in was easy and Michael was always available to answer any questions. We...
Peaceful lake chalet - WIFI, kayaks, private dock
Cottage Properties - Country Log Cabin
Free WiFi, bed sheets
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, (141)
"We had a great time. The cabin was at a good location just off of the highway. If you want to go to Herman, you may want to use the paved road. Hanging out with the horses and outside was nice. We went to Herman and Jonesburg for a day trip and hung out at the cabin playing games till late."
Cottage Properties - Country Log Cabin
Central Luxe 5br Home - Hot Tub & Views - 🥂 🍷
Exterior
Central Luxe 5br Home - Hot Tub & Views - 🥂 🍷
10.0 out of 10, Exceptional, (39)
"We loved the VRBO. A great place to unwind and relax after a long day of winery-hopping. Would definitely recommend."
The price is £505
per night
5 May - 6 May
Central Luxe 5br Home - Hot Tub & Views - 🥂 🍷
Katy Haus: Hot tub, Wineries, Fenced yard, Dog-friendly
Smart TV
Katy Haus: Hot tub, Wineries, Fenced yard, Dog-friendly
10.0 out of 10, Exceptional, (79)
"Exactly as described"
The price is £267
per night
8 May - 9 May
Katy Haus: Hot tub, Wineries, Fenced yard, Dog-friendly
The Chic Chalet
Property grounds
The Chic Chalet
10.0 out of 10, Exceptional, (2)
"From the second I walked into this amazing space, I was relaxed and full of peace. The view was serene and the bed was super comfortable. Thank you for hosting me on my annual weekend of solitude. Can’t wait to come back. Thank you to the hosts."
The Chic Chalet
Suite #1 - 1 Bed 1 Bath in the middle of Downtown
Fridge, microwave, oven, stovetop
Suite #1 - 1 Bed 1 Bath in the middle of Downtown
10.0 out of 10, Exceptional, (47)
"The honeymoon was spectacular, other than the Venetian blinds falling on me, it was great. We will be back!!!! dc"
Suite #1 - 1 Bed 1 Bath in the middle of Downtown
Innsbrook lakefront A-Frame, fishing, hiking, kayaking and relax.
Fridge, microwave, oven, stovetop
Innsbrook lakefront A-Frame, fishing, hiking, kayaking and relax.
10.0 out of 10, Exceptional, (10)
"Quiet location nestled in the timbers of Innsbrook Resort. Easy access to fingerling of lake. The chalet was very spacious and accommodating during our stay. This time of year brings a lot of fallen leaves - would have been nice if porch had leaves blown off prior to arrival or a broom on property to clear decking/approach to chalet. Would highly recommend a weekend stay with your family at this property."
The price is £385
per night
5 May - 6 May
Innsbrook lakefront A-Frame, fishing, hiking, kayaking and relax.
Cozy custom-built cabin - Lakeside
Property grounds
Cozy custom-built cabin - Lakeside
10.0 out of 10, Exceptional, (27)
"My wife and i celebrated and incredible 24th wedding anniversary made even more spectacular by this elegant country escape. A special thanks goes out to our hosts who made our weekend so memorable. You can tell they put a lot of love and hard work into this remarkable little oasis in the trees."
Cozy custom-built cabin - Lakeside
Bee's Knees - Private Heated Pool and Hot Tub, Dog Friendly, Wineries
Property grounds
Bee's Knees - Private Heated Pool and Hot Tub, Dog Friendly, Wineries
10.0 out of 10, Exceptional, (13)
"It was a wonderful setting for our family to gather with grandparents, children and grandchildren. We had a great time and loved the kitchen. Plenty of space and the pool and game room were used alot."
The price is £1,136
per night
5 May - 6 May
Bee's Knees - Private Heated Pool and Hot Tub, Dog Friendly, Wineries
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
Fridge, microwave, oven, stovetop
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
10.0 out of 10, Exceptional, (138)
"Our family went to Hermann to celebrate my sister’s birthday. The house was great! We were able to each have a room (ceiling fans greatly appreciated!) and with multiple bathrooms, it made it easy for everyone to get ready! The dining room table was wonderful for playing cards during the rainy weather. It’s a quaint older home with nice updates in the kitchen and bathrooms. Thanks for a great weekend!"
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
The Farmhouse Inn: 3 bed, 3.5 whole house rental
Private kitchen | Fridge, microwave, oven, stovetop
The Farmhouse Inn: 3 bed, 3.5 whole house rental
10.0 out of 10, Exceptional, (82)
"We had a great time. Super clean and each bedroom had a bathroom so nice with all girls trip. Nice seating area outside. Trolly came to the door for pick up and drop off."
The Farmhouse Inn: 3 bed, 3.5 whole house rental
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in New Haven you may be interested in

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
4 bedrooms, iron/ironing board, WiFi, bed sheets
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
10.0 out of 10, Exceptional, (1)
"This is our second stay at this beautiful property. We rang in the New Year at Mandolin Ridge and it was beautiful. We were greeted with the birth of two baby goats which was quite auspicious. The home is spacious and like going to a comfortable, beautifully appointed museum. Each room has hidden delights. A feast for the eyes indeed. The host, Loribeth, is considerate and warm as well detail oriented. It is clear she wants to provide excellence! Mandolin Ridge and Loribeth really deliver."
The price is £560
per night
7 May - 8 May
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
Pinemark Inn & Suites
Front of property
Pinemark Inn & Suites
2.0 star property
9.4 out of 10, Exceptional, (1000)
"This is an excellent stop along the way. Friendly, extremely clean and very comfortable. "
The price is £122
per night
5 May - 6 May
Pinemark Inn & Suites
Cedar Creek
Front of property – evening/night
Cedar Creek
3.0 star property
8.8 out of 10, Excellent, (199)
"Pictures don’t do it justice. Very cute cottages that were very comfortable. Will definitely come back."
The price is £116
per night
28 May - 29 May
Cedar Creek
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about New Haven holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Haven holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Haven holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

New Haven holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Haven. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Haven holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Haven holiday rentals we have selected for you start as low as £267 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Haven rentals

At Expedia, we put the best New Haven holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top New Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Haven holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in New Haven?

Yes, there are holiday rentals close to the most popular sights in New Haven, or you can select a more secluded option if you're looking for a relaxing stay. New Haven is known for its wineries and golf courses. Make sure you have time to check out the breweries while you're in the area.

What are some of the best holiday rentals that New Haven has to offer?

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite. : This highly rated holiday home rental in New Haven offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a dishwasher and a microwave can make your holiday run smoothly.

How many holiday rentals are there in New Haven?

Choose from 3 Expedia holiday rentals in New Haven for a memorable holiday.

What can I see and do in New Haven?

Cultural attractions include Astral Glass Studio and Gallery and John Colter Memorial and Visitors Center, whereas Missouri River is one spot to enjoy nature. Other places in town to visit include Cedar Creek Golf Course and Bommarito Estate Almond Tree Winery.

What are holiday rentals like in New Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Haven. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for small groups.

Recent reviews of New Haven properties
Expedia verified reviews

Sullivan Inn

Sullivan Inn

5/5 Excellent
Not fancy but a wonderful place to spend the night
"This is a no frills motel that isn’t at all fancy but it was a very comfortable and well appointed place to spend the night while moving from one city to another. The owner, Raj was friendly, respectful and very helpful. I would highly recommend The Sullivan Inn for any one visiting the area. "
A verified traveller stayed at Sullivan Inn
Posted 2 days ago
Sullivan Inn