A vineyard with rows of grapevines supported by wooden stakes and wire.

Milton-Freewater Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Milton-Freewater holiday rentals

A two-story house with a front yard and a driveway.

1. Vineyard Gypsy - kitchen, gas fireplace, hot tub, queen beds

Vineyard Gypsy - kitchen, gas fireplace, hot tub, queen beds
Milton-Freewater
9.8 out of 10, Exceptional, (54 reviews)
"Comfortable very nice placeSecond time staying here "
United States
Ken M.
The price is NZ$307
includes taxes & fees
28 Oct - 29 Oct
Vineyard Gypsy - kitchen, gas fireplace, hot tub, queen beds
An outdoor deck with a table set for dining, surrounded by chairs, and a large tree in the background.

2. Sleep Inside Wine Country | 4BR, Fireplace

Sleep Inside Wine Country | 4BR, Fireplace
Milton-Freewater
The price is NZ$1,021
includes taxes & fees
8 Nov - 9 Nov
Sleep Inside Wine Country | 4BR, Fireplace
A house with a well-maintained garden featuring various flowers and shrubs.

3. The Honeymoon Suite, hot tub, full kitchen

The Honeymoon Suite, hot tub, full kitchen
Walla Walla
10.0 out of 10, Exceptional, (75 reviews)
"The perfect getaway! The location was secluded which allowed for us to fully relax. The property was beautiful and well maintained too. Would come back for sure!"
United States
Cameron L.
The price is NZ$240
includes taxes & fees
5 Nov - 6 Nov
The Honeymoon Suite, hot tub, full kitchen
A straight pathway flanked by trees leading to a building.

4. Horsing Around In The Barn (Pet friendly)

Horsing Around In The Barn (Pet friendly)
Walla Walla
10.0 out of 10, Exceptional, (89 reviews)
"I enjoyed everything about this rental. Colleen and Vern paid attention to every detail to ensure your stay is comfortable and welcoming. The animals are a bonus. Would definitely stay again."
United States
Mary M
The price is NZ$398
includes taxes & fees
1 Nov - 2 Nov
Horsing Around In The Barn (Pet friendly)
A modern living room with a sofa, coffee table, and a blue cabinet.

5. #StayinMyDistrict Walla Walla Cozy Wine Escape

#StayinMyDistrict Walla Walla Cozy Wine Escape
College Place
9.0 out of 10, Wonderful, (30 reviews)
"Had a great stay location was close to everything and the house was very responsive. Would book again. Also, place was very clean and well kept."
United States
Luis P.
The price is NZ$365
includes taxes & fees
1 Nov - 2 Nov
#StayinMyDistrict Walla Walla Cozy Wine Escape
A modern living room with a leather sofa, a coffee table, and a dining area with bar stools.

6. King Suite · Full Kitchen, Laundry · Walk to WWU

King Suite · Full Kitchen, Laundry · Walk to WWU
College Place
10.0 out of 10, Exceptional, (3 reviews)
"My friend and I were scheduled to give a presentation Friday evening. We arrived in the early afternoon for checkin - everything went great. Property manager was very responsive when there was a breaker issue. My back was out before I even started this weekend. After our presentation, my friend came down with severe vertigo. Instead of doing downtown Walla Walla on Saturday, we stayed in and watched movies. Our bodies thanked us. It was peaceful and not something we normally do. Luckily, we both...
United States
Crystal L.
The price is NZ$538
includes taxes & fees
28 Oct - 29 Oct
King Suite · Full Kitchen, Laundry · Walk to WWU
A modern kitchen with a large island, white cabinetry, and a dishwasher.

7. Lazy B Cottage | Southside Wine Country Retreat

Lazy B Cottage | Southside Wine Country Retreat
Walla Walla
10.0 out of 10, Exceptional, (51 reviews)
"Great place."
United States
Eric L.
Lazy B Cottage | Southside Wine Country Retreat
A modern kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

8. Walk to WWU · 2 king suites, 1 on main floor · fireplace

Walk to WWU · 2 king suites, 1 on main floor · fireplace
College Place
9.8 out of 10, Exceptional, (7 reviews)
"Very spacious, large bedrooms, everyone loved the beanbags! It was great for hosting our family for Thanksgiving. We would stay here again if the opportunity presented itself! "
United States
Brooke P.
The price is NZ$943
includes taxes & fees
28 Oct - 29 Oct
Walk to WWU · 2 king suites, 1 on main floor · fireplace
A living room with a blue sofa, a wooden coffee table, patterned chairs, and a large window with a view of houses.

9. Pendleton House - Complimentary Wine Tasting

Pendleton House - Complimentary Wine Tasting
College Place
9.6 out of 10, Exceptional, (12 reviews)
"very nice place"
United States
John B.
The price is NZ$650
includes taxes & fees
28 Oct - 29 Oct
Pendleton House - Complimentary Wine Tasting
A hot tub on a wooden deck with a wooden fence surrounding it.

10. Beautiful 2-bedroom apartment with AC in College Place

Beautiful 2-bedroom apartment with AC in College Place
College Place
10.0 out of 10, Exceptional, (4 reviews)
"Great location. It was very clean and really enjoyed the patio"
United States
michelle t.
The price is NZ$441
includes taxes & fees
28 Oct - 29 Oct
Beautiful 2-bedroom apartment with AC in College Place
A hot tub on a wooden deck with a view of a backyard and houses.

11. THE ONYX — A GOTHIC WINE-COUNTRY HOME WITH A HOT TUB, FIRE PIT AND GAME ROO...

THE ONYX — A GOTHIC WINE-COUNTRY HOME WITH A HOT TUB, FIRE PIT AND GAME ROO...
College Place
10.0 out of 10, Exceptional, (7 reviews)
"We had an amazing time at this property! Everything was just as described—clean, comfortable, and well-stocked with everything we needed. The location was great, and the check-in process was smooth and easy. The host was responsive and helpful throughout our stay. We would definitely stay here again and highly recommend it to anyone looking for a relaxing stay!"
United States
Patrick B.
The price is NZ$884
includes taxes & fees
28 Oct - 29 Oct
THE ONYX — A GOTHIC WINE-COUNTRY HOME WITH A HOT TUB, FIRE PIT AND GAME ROO...
A living room with two grey sofas, a coffee table with a bottle and glasses, and a dining area in the background.

12. Wine Country 3BR · Walk to WWU · Sleeps 6

Wine Country 3BR · Walk to WWU · Sleeps 6
College Place
10.0 out of 10, Exceptional, (2 reviews)
"Cute and clean place, worked well for my family with easy access to the area."
United States
Casey K.
The price is NZ$900
includes taxes & fees
28 Oct - 29 Oct
Wine Country 3BR · Walk to WWU · Sleeps 6
A modern kitchen with white cabinets, a central island, and a dining area with wooden chairs and a table.

13. 3 King Suites · Hot Tub · Fireplace, 10 minutes to Walla Walla

3 King Suites · Hot Tub · Fireplace, 10 minutes to Walla Walla
College Place
10.0 out of 10, Exceptional, (4 reviews)
"Mindi is an excellent host. Responds quickly to any questions. Kitchen was well stocked with all items needed to cook. House is centrally located to reach all wineries and downtown restaurants. Very enjoyable stay."
United States
Phil d.
The price is NZ$916
includes taxes & fees
28 Oct - 29 Oct
3 King Suites · Hot Tub · Fireplace, 10 minutes to Walla Walla
A modern living room with a black leather sofa, white round ottomans, a flat-screen TV, and a brick fireplace.

14. Modern Home near Southside w/ Blue Mountain Views

Modern Home near Southside w/ Blue Mountain Views
College Place
9.8 out of 10, Exceptional, (30 reviews)
"Perfect location for my first girls trip to Walla Walla! Comfortable, clean and had everything we needed. I would definitely stay here again."
United States
Sarah G.
The price is NZ$504
includes taxes & fees
28 Oct - 29 Oct
Modern Home near Southside w/ Blue Mountain Views
A living room with a large sectional sofa, a flat-screen TV, a fireplace, and a view through a sliding glass door.

15. Walla Walla Winter Base · Fireplace · Dogs OK

Walla Walla Winter Base · Fireplace · Dogs OK
College Place
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Great communication"
United States
Cody W.
The price is NZ$884
includes taxes & fees
28 Oct - 29 Oct
Walla Walla Winter Base · Fireplace · Dogs OK
A spacious loft with a dining area, kitchen, and living space, featuring a large window and a fireplace.

16. Bright Loft Near Wineries & Park | Sleeps 6

Bright Loft Near Wineries & Park | Sleeps 6
College Place
10.0 out of 10, Exceptional, (1 review)
"Had a great stay! Home was clean and as advertised. Was nice to have the park right across the street. Kitchen was well appointed. Would stay again!"
United States
Jennifer L.
The price is NZ$812
includes taxes & fees
4 Nov - 5 Nov
Bright Loft Near Wineries & Park | Sleeps 6
A modern kitchen with white cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

17. The Nest on Birch, Downtown Walla Walla

The Nest on Birch, Downtown Walla Walla
Walla Walla
9.8 out of 10, Exceptional, (129 reviews)
"Great location and a comfortable stay."
United States
Erin S.
The price is NZ$517
includes taxes & fees
28 Oct - 29 Oct
The Nest on Birch, Downtown Walla Walla
A modern living room with a brown leather sofa, a wooden coffee table, and a cityscape painting on the wall.

18. NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla

NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla
Walla Walla
9.6 out of 10, Exceptional, (27 reviews)
"Place was great. Good location. Only thing needing is a couple of windows! Other than that would stay again."
United States
JP O.
The price is NZ$512
includes taxes & fees
3 Nov - 4 Nov
NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla
A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

19. 1 Block to Walla Walla University, Main-Floor King, 4BR/3BA Sleeps 9, Fenced...

1 Block to Walla Walla University, Main-Floor King, 4BR/3BA Sleeps 9, Fenced...
College Place
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely wonderful place! Highly recommend! We have stayed at hundreds of vacation rentals and this one is in the top 3!"
United States
Gary J.
The price is NZ$1,004
includes taxes & fees
28 Oct - 29 Oct
1 Block to Walla Walla University, Main-Floor King, 4BR/3BA Sleeps 9, Fenced...
A modern kitchen with a central island, bar stools, and a dining table.

20. The Modern NEW Condo 2 blocks from Main Street Walla Walla

The Modern NEW Condo 2 blocks from Main Street Walla Walla
Walla Walla
9.8 out of 10, Exceptional, (37 reviews)
"The property manager was so nice, the place was very clean and comfortable, and the location was perfect."
United States
John E.
The price is NZ$540
includes taxes & fees
1 Nov - 2 Nov
The Modern NEW Condo 2 blocks from Main Street Walla Walla
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 Milton-Freewater Hotel Reviews

Comfort Inn & Suites Walla Walla

Comfort Inn & Suites Walla Walla

8/10 Good
"Definitely an older hotel, and you can see wear and tear, but the staff were kind and friendly. Liked this place better than the new hotel in town, even with it being more run down I liked this place better!"
Marjie 2-night trip
Posted 1 hour ago
Comfort Inn & Suites Walla Walla

Find out more about Milton-Freewater

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milton-Freewater holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milton-Freewater. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milton-Freewater. Seeing all the best attractions is bound to make you fall in love with Milton-Freewater. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milton-Freewater short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Milton-Freewater?

Yes, there are holiday rentals in Milton-Freewater close to Joe Humbert Family Aquatic Center, or you can select a more secluded option if you're looking for a relaxing stay. Milton-Freewater is known for its art.

What are some of the best holiday rentals that Milton-Freewater has to offer?

Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly: This highly rated holiday home rental in Milton-Freewater is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Milton-Freewater?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Milton-Freewater stay.

What can I see and do in Milton-Freewater?

Umatilla National Forest and Yantis Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Joe Humbert Family Aquatic Center. The Blue Mountain Cidery and Frazier Farmstead Museum are other places to visit while you're in town.

What are holiday rentals like in Milton-Freewater?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton-Freewater. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for small groups.