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Weston Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Weston vacation rentals

A small, single-story building with a blue roof, surrounded by trees.

1. The Lazy Bear at Tollgate: Blue Mountain Retreat for Hiking, Lakes & Snow

The Lazy Bear at Tollgate: Blue Mountain Retreat for Hiking, Lakes & Snow
Weston
$248 nightly
The price is $252
Oct 13 - Oct 14
Total with taxes and fees
The Lazy Bear at Tollgate: Blue Mountain Retreat for Hiking, Lakes & Snow
A house with a well-maintained garden featuring various flowers and shrubs.

2. The Honeymoon Suite, hot tub, full kitchen

The Honeymoon Suite, hot tub, full kitchen
Walla Walla
10.0 out of 10, Exceptional, (72 reviews)
"Beautiful property in the country outside Walla Walla. The space was comfortable and everything we needed to enjoy our stay was provided. Would recommend this VRBO to anyone looking for a peaceful little getaway!"
United States
Craig M.
$117 nightly
The price is $126
Oct 13 - Oct 14
Total with taxes and fees
The Honeymoon Suite, hot tub, full kitchen
A two-story house with a front yard and a driveway.

3. 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.
$171 nightly
The price is $186
Oct 14 - Oct 15
Total with taxes and fees
Vineyard Gypsy - kitchen, gas fireplace, hot tub, queen beds
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, (87 reviews)
"My son loved the animals, great little place to stay and relax. "
United States
Ashton
$209 nightly
The price is $229
Oct 18 - Oct 19
Total with taxes and fees
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.
$201 nightly
The price is $219
Oct 18 - Oct 19
Total with taxes and fees
#StayinMyDistrict Walla Walla Cozy Wine Escape
A paved outdoor area with several black Adirondack chairs and a concrete bench.

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.
$283 nightly
The price is $311
Oct 13 - Oct 14
Total with taxes and fees
King Suite · Full Kitchen, Laundry · Walk to WWU
A laundry room with a wooden cabinet containing various cleaning supplies, a white washing machine, and a wooden door.

7. 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, (2 reviews)
"Great location. It was very clean and really enjoyed the patio"
United States
michelle t.
$239 nightly
The price is $262
Oct 13 - Oct 14
Total with taxes and fees
Beautiful 2-bedroom apartment with AC in College Place
A wooden staircase with railings and string lights, surrounded by trees.

8. Country Get Away

Country Get Away
Summerville
10.0 out of 10, Exceptional, (104 reviews)
"This is a fantastic little rental in a beautiful spot. The owners are very sweet and have made the accommodation very comfortable. I would stay here again."
United States
Patrick
$110 nightly
The price is $115
Oct 15 - Oct 16
Total with taxes and fees
Country Get Away
A modern kitchen with a central island, dark chairs, and a black refrigerator.

9. Cozy apartment in Pendleton Oregon

Cozy apartment in Pendleton Oregon
Pendleton
9.6 out of 10, Exceptional, (52 reviews)
"The location was perfect to the fairgrounds and downtown. There were 4 of us staying and it was plenty of room!"
United States
Kasie F.
$173 nightly
The price is $193
Oct 13 - Oct 14
Total with taxes and fees
Cozy apartment in Pendleton Oregon
A modern kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

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

Walk to WWU · 2 king suites, 1 on main floor · fireplace
College Place
10.0 out of 10, Exceptional, (6 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.
$495 nightly
The price is $543
Oct 13 - Oct 14
Total with taxes and fees
Walk to WWU · 2 king suites, 1 on main floor · fireplace
A hotel room with two beds, a large flat-screen TV, a decorative wall piece, and a mirror.

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.
$465 nightly
The price is $510
Oct 13 - Oct 14
Total with taxes and fees
THE ONYX — A GOTHIC WINE-COUNTRY HOME WITH A HOT TUB, FIRE PIT AND GAME ROO...
A dining area with a glass table, wooden chairs, a coffee machine, and a menu display.

12. Queen Bed Non-Smoking

Queen Bed Non-Smoking
Pendleton OR
10.0 out of 10, Exceptional, (176 reviews)
"Amazing breakfast! The staff were super nice, really made our stay enjoyable."
United States
Anonymous traveler
$75 nightly
The price is $87
Nov 1 - Nov 2
Total with taxes and fees
Queen Bed Non-Smoking
A living room with a sofa, a fireplace, a television, and a sliding glass door.

13. Fireplace & Game Room · Sleeps 8 · Dogs OK

Fireplace & Game Room · Sleeps 8 · Dogs OK
College Place
10.0 out of 10, Exceptional, (3 reviews)
"Great place. Great communication"
United States
Cody W.
$457 nightly
The price is $501
Oct 13 - Oct 14
Total with taxes and fees
Fireplace & Game Room · Sleeps 8 · Dogs OK
A spacious loft with a dining area, kitchen, and living space, featuring a large window and a fireplace.

14. Bright Loft Near Wineries & Park | Sleeps 6

Bright Loft Near Wineries & Park | Sleeps 6
College Place
$403 nightly
The price is $444
Oct 13 - Oct 14
Total with taxes and fees
Bright Loft Near Wineries & Park | Sleeps 6
A living room with two grey sofas, a coffee table with a bottle and glasses, and a dining area in the background.

15. 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.
$473 nightly
The price is $519
Oct 18 - Oct 19
Total with taxes and fees
Wine Country 3BR · Walk to WWU · Sleeps 6
A bedroom with a bed, pillows, and a view of the sea through the window.

16. #StayinMyDistrict Walla Walla Wine Country Getaway

#StayinMyDistrict Walla Walla Wine Country Getaway
College Place
8.0 out of 10, Very good, (7 reviews)
"Cute little place, wish we could have stayed longer. All you need to bring is food and drink."
United States
Delilah C.
$220 nightly
The price is $240
Oct 13 - Oct 14
Total with taxes and fees
#StayinMyDistrict Walla Walla Wine Country Getaway
A modern living room with a brown leather sofa, a wooden coffee table, and a cityscape painting on the wall.

17. 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, (26 reviews)
"Place was great. Good location. Only thing needing is a couple of windows! Other than that would stay again."
United States
JP O.
$260 nightly
The price is $285
Oct 13 - Oct 14
Total with taxes and fees
NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla
A living room with a blue sofa, a wooden coffee table, patterned chairs, and a large window with a view of houses.

18. 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.
$368 nightly
The price is $404
Nov 9 - Nov 10
Total with taxes and fees
Pendleton House - Complimentary Wine Tasting
A house with a large tree, a deck, and a fenced yard.

19. Sleep Inside Wine Country | 4BR, Fireplace

Sleep Inside Wine Country | 4BR, Fireplace
Milton-Freewater
$556 nightly
The price is $591
Oct 13 - Oct 14
Total with taxes and fees
Sleep Inside Wine Country | 4BR, Fireplace
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)
"Very cute downtown property in Walla Walla"
United States
Dawn J.
$283 nightly
The price is $311
Oct 13 - Oct 14
Total with taxes and fees
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 Weston Hotel Reviews

SureStay by Best Western Walla Walla

SureStay by Best Western Walla Walla

8/10 Good
"The breakfast was good. The was clean. The staff was nice and helpful. I didn't use the hot tub, because I was only there a few hours."
Aronna 1-night trip
Posted 1 hour ago
SureStay by Best Western Walla Walla

Find out more about Weston

Everything you need to know about Weston 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 Weston 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 Weston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Weston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Weston. 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 Weston 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 $115 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 Weston rentals

At Expedia, we put the best Weston 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 Weston 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 Weston 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 Weston. 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

Can I find vacation rentals in Weston?

Yes, we offer vacation rentals close to the most popular local attractions in Weston, or you can select a secluded option if you want a relaxing place to stay. Weston is known for its ski areas and restaurants. Make sure you have time to check out the parks while you're in the area.

What are some of the best vacation home rentals in Weston?

Historic Mansion: This vacation home rental outside of Weston is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Weston?

While exploring the area, visit family-friendly sights like Joe Humbert Family Aquatic Center, or get outside and enjoy nature at Umatilla National Forest. Pepper Bridge Winery and Walla Walla University are a couple of places you'll find in the larger area.

What are vacation rentals like in Weston?

Vacation rentals are private accommodations you can book for a couple days or more in Weston. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. 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 families.