Pleasant Hope Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Pleasant Hope vacation rentals

Private kitchen

1. Cozy Country Retreat Modern! New

Cozy Country Retreat Modern! New
Willard
9.6 out of 10, Exceptional, (26 reviews)
"The cozy country retreat was a great place to stay during our visit. It felt secluded but was close to restaurants and stores. There was plenty of parking and space for the kids to play outside. The house was set up with everything we needed…laundry, dishes, and extra blankets and pillows. We will definitely look at staying here again on our next trip!"
United States
Allison B.
$176 nightly
The price is $186
Nov 8 - Nov 9
Total with taxes and fees
Cozy Country Retreat Modern! New
A covered patio with a wooden deck, a ceiling fan, and a door with a window on each side.

2. Missouri’s 1st Sinclair Service Station

Missouri’s 1st Sinclair Service Station
Walnut Grove
9.8 out of 10, Exceptional, (21 reviews)
"Excellent location from the winery, and the RV hookups, electricity, water, and sewer along with the all new renovation and numerous seating areas. Areas made this the perfect place for our three couple weekend. Great communication from Jerry."
United States
Jonathan
$117 nightly
The price is $125
Nov 16 - Nov 17
Total with taxes and fees
Missouri’s 1st Sinclair Service Station
A modern living room with a flat-screen TV, a fireplace, a sofa, and a dining area with a kitchen counter.

3. MainStay Suites Springfield South - Battlefield Rd

MainStay Suites Springfield South - Battlefield Rd
2.0 star property
Bradford Park
8.8 out of 10, Excellent, (208 reviews)
"What a great value! The staff is friendly, the room was stocked with everything it should've been, the shower was hot, and the beds were soooo comfortable. Great place to stay!"
United States
Sandi
$89 nightly
The price is $101
Nov 12 - Nov 13
Total with taxes and fees
MainStay Suites Springfield South - Battlefield Rd
A modern kitchen with wooden cabinetry, a central island with bar seating, and a variety of kitchen appliances.

4. Cozy Cabin - Fire pit, Upscale Area, Near I44 & HWY 65

Cozy Cabin - Fire pit, Upscale Area, Near I44 & HWY 65
Springfield
10.0 out of 10, Exceptional, (32 reviews)
"The Cozy Cabin was a great little getaway for my husband and I. The host was great to work with and I would definitely recommend it."
United States
Alisha M.
$219 nightly
The price is $232
Nov 8 - Nov 9
Total with taxes and fees
Cozy Cabin - Fire pit, Upscale Area, Near I44 & HWY 65
A wooden dining table with benches, a ceiling fan, and a view of the outdoors through a door.

5. 2805 N Summit Ave · Relax at the Summit - 3bd, 2b

2805 N Summit Ave · Relax at the Summit - 3bd, 2b
Doling
9.8 out of 10, Exceptional, (99 reviews)
"Was one of the cleanest and nicest place we’ve stayed at. "
United States
muris h.
$175 nightly
The price is $197
Nov 8 - Nov 9
Total with taxes and fees
2805 N Summit Ave · Relax at the Summit - 3bd, 2b
A rustic log cabin interior with a loft bed, a mounted television, and a tree stump centerpiece.

6. Charming 2-bedroom cabin with WiFi, AC near marvelous Pleasant Hope, Mo.

Charming 2-bedroom cabin with WiFi, AC near marvelous Pleasant Hope, Mo.
Buffalo
10.0 out of 10, Exceptional, (5 reviews)
"Very gracious host - the cabin was authentic and cozy in a wonderfully peaceful location"
United States
Amber P.
$294 nightly
The price is $310
Nov 8 - Nov 9
Total with taxes and fees
Charming 2-bedroom cabin with WiFi, AC near marvelous Pleasant Hope, Mo.
A living room with a flat-screen TV, two armchairs, a coffee table, and a fireplace.

7. Pleasant 3-bedroom house in delightful Bolivar with AC

Pleasant 3-bedroom house in delightful Bolivar with AC
Bolivar
8.8 out of 10, Excellent, (5 reviews)
"Everything was super clean how responded fast to questions perfect property great location "
United States
Adam M.
$117 nightly
The price is $126
Nov 9 - Nov 10
Total with taxes and fees
Pleasant 3-bedroom house in delightful Bolivar with AC
A rustic barn-style building with a covered patio, outdoor seating, and a fire pit.

8. Hawthorn House

Hawthorn House
Springfield
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Very clean. Enjoyed our stay!"
United States
Taven I.
$259 nightly
The price is $273
Nov 16 - Nov 17
Total with taxes and fees
Hawthorn House
A living room with a flat-screen TV, a black leather sofa, a wooden coffee table, a patterned rug, and a door.

9. Webster, N. Hospital & Downtown

Webster, N. Hospital & Downtown
Midtown
9.8 out of 10, Exceptional, (17 reviews)
"Na perfect"
United States
Mouna
$159 nightly
The price is $179
Nov 9 - Nov 10
Total with taxes and fees
Webster, N. Hospital & Downtown
A modern living room with a gray sectional sofa, a fireplace, a flat-screen TV, and a staircase with a black railing.

10. New! Family Retreat • Hot Tub & Fun country home!

New! Family Retreat • Hot Tub & Fun country home!
Willard
10.0 out of 10, Exceptional, (37 reviews)
"Place was in excellent condition and the game room was amazing."
United States
Jennifer P.
$402 nightly
The price is $426
Nov 8 - Nov 9
Total with taxes and fees
New! Family Retreat • Hot Tub & Fun country home!
A spacious living room with a large sectional sofa, a flat-screen TV mounted on the wall, and a built-in coffee table.

11. 🏡 Modern SmartHome Retreat Near Downtown Springfield & MSU

🏡 Modern SmartHome Retreat Near Downtown Springfield & MSU
Grant Beach
9.8 out of 10, Exceptional, (136 reviews)
"Great property. Clean perfect for what needed"
United States
Paul M.
$166 nightly
The price is $187
Nov 8 - Nov 9
Total with taxes and fees
🏡 Modern SmartHome Retreat Near Downtown Springfield & MSU
A living room with a dark grey sectional sofa, a glass coffee table, and a chandelier. There is a dining area in the background with a table and chairs.

12. The Castle at Camorene

The Castle at Camorene
Springfield
9.4 out of 10, Exceptional, (48 reviews)
"The property was clean with plenty of rooms for all."
United States
Susan C.
$211 nightly
The price is $223
Nov 8 - Nov 9
Total with taxes and fees
The Castle at Camorene
A spacious living area with a high ceiling, a brown leather sofa, a patterned rug, and a television mounted on the wall.

13. Quaint Cabin on 30 acres in Springfield

Quaint Cabin on 30 acres in Springfield
Springfield
10.0 out of 10, Exceptional, (1 review)
"My husband and I had a great stay all around. Check in was seamless and easy. Ran into no issues during our stay, but I am confident the host would have been there to assist if we did. I forgot something behind, but the host was quick to notify me and get it back to me same day as check out. Would stay here again!"
United States
Casey S.
$129 nightly
The price is $136
Nov 9 - Nov 10
Total with taxes and fees
Quaint Cabin on 30 acres in Springfield
A kitchen with white cabinets, a stove, a dishwasher, and various kitchen utensils and appliances.

14. Comfort and Convenience! Close to Downtown Spfd.

Comfort and Convenience! Close to Downtown Spfd.
West Central
9.2 out of 10, Wonderful, (69 reviews)
"A great place to stay. All the comforts of home. It was quiet and came with everything we needed for our stay. The breakfast waffles were delicious. We will stay again next time we are in town."
United States
Charles H.
$124 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Comfort and Convenience! Close to Downtown Spfd.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

15. Easy access to the interstate and all that Springfield has to offer.

Easy access to the interstate and all that Springfield has to offer.
Doling
9.6 out of 10, Exceptional, (37 reviews)
"It was closer to highway ,, great place to stay ."
United States
Amitkumar P.
$318 nightly
The price is $356
Nov 9 - Nov 10
Total with taxes and fees
Easy access to the interstate and all that Springfield has to offer.
A two-story house with a stone retaining wall, a front porch, and a clear blue sky.

16. THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!

THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!
Tom Watkins
8.4 out of 10, Very good, (73 reviews)
"This place is amazing for families."
United States
Annie P.
$175 nightly
The price is $198
Nov 9 - Nov 10
Total with taxes and fees
THE GAMER’S OASIS! Bring friends and family together for retro/modern gaming!
A modern living room with a brown sofa, a blue sofa, and a grey armchair. There is a wooden coffee table in the center.

17. Modern Retreat w/ Hot Tub, Game Room & King Suite! & More

Modern Retreat w/ Hot Tub, Game Room & King Suite! & More
Tom Watkins
9.8 out of 10, Exceptional, (42 reviews)
"Nice stay"
United States
Glenn K.
$301 nightly
The price is $340
Nov 8 - Nov 9
Total with taxes and fees
Modern Retreat w/ Hot Tub, Game Room & King Suite! & More
A modern kitchen with white cabinets, granite countertops, and a central island.

18. Family Home for a Relaxing Getaway Vacation!

Family Home for a Relaxing Getaway Vacation!
Springfield
10.0 out of 10, Exceptional, (3 reviews)
"Excellent stay at this property. It was beautifully decorated and the outside seating area was perfect for our family."
United States
Carrie B.
$463 nightly
The price is $490
Nov 15 - Nov 16
Total with taxes and fees
Family Home for a Relaxing Getaway Vacation!
A large, two-story house with a wrap-around porch and a gazebo.

19. The Dickey House, Queen Anne Suite

The Dickey House, Queen Anne Suite
Marshfield
9.8 out of 10, Exceptional, (40 reviews)
"We liked the Queen Anne room we stayed in. It was clean and very nice and cosey."
United States
Yousef
$103 nightly
The price is $111
Nov 7 - Nov 8
Total with taxes and fees
The Dickey House, Queen Anne Suite
A two-story house with a front porch, a blue door, and a small front yard.

20. Charming 2-bedroom house with AC in charming Springfield

Charming 2-bedroom house with AC in charming Springfield
Robberson
10.0 out of 10, Exceptional, (2 reviews)
"Host answered my questions in a timely manner. Enjoyed our stay."
United States
Patti B.
$188 nightly
The price is $211
Nov 16 - Nov 17
Total with taxes and fees
Charming 2-bedroom house with AC in charming Springfield
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.
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Top Pleasant Hope Hotel Reviews

An outdoor seating area with wicker chairs and a fire feature.
Holiday Inn Express & Suites Springfield North by IHG

Holiday Inn Express & Suites Springfield North by IHG

Holiday Inn Express & Suites Springfield North by IHG
Springfield

10/10 Excellent

Always a good stay.
United States
Anonymous traveler
Reviewed March 12, 2025
Holiday Inn Express & Suites Springfield North by IHG

Find out more about Pleasant Hope

Everything you need to know about Pleasant Hope vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Hope vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pleasant Hope vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Hope vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Hope. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pleasant Hope in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasant Hope rentals

At Expedia, we put the best Pleasant Hope vacation 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 Pleasant Hope 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 Pleasant Hope vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Hope. 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 vacation rentals in Pleasant Hope?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Pleasant Hope, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Pleasant Hope has to offer?

Modern House with King Suite! Relaxing Retreat! : This vacation home rental near Pleasant Hope offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Pleasant Hope?

Explore the area and family-friendly sights such as Dickerson Park Zoo, or get out into nature at a spot like Fantastic Caverns. Southwest Baptist University and Ozark Empire Fairgrounds & Events Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Pleasant Hope?

Vacation rentals are private accommodations you can book for several days or more in Pleasant Hope. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.