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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 119 Vacation Homes in Milton-Freewater with updated reviews, rates, and availability.

3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck
Private roof top deep seating area to relax and unwind

3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck

10.0 out of 10, Exceptional, (272)
"We were very impressed with Townhouse. Great location, a block away from shopping, restaurants and the market."
3BR/3.5BA Modern Downtown Townhome on Mill Creek with Stunning Rooftop Deck
Cheerful And Spacious Home For Lovers Of Good Food And Wine

Cheerful And Spacious Home For Lovers Of Good Food And Wine

10.0 out of 10, Exceptional, (180)
"PROs: Renovated old house with lots of character and great detail. Roomy fenced yard, great for dogs (we ended up not bringing ours). Quaint neighborhood, ample driveway street parking. Very roomy for three couples (a 4th bedroom is available, but single beds). Each couple can enjoy privacy (bedrooms/ bathrooms on 1st & 2nd floor, and basement). Cool fireplace.CONs: My mother-in-law commented on cleanliness, which I noted can be an issue with most dog-friendly older houses. 1 mile to...
Cheerful And Spacious Home For Lovers Of Good Food And Wine
Welcome to The Greentree Retreat
Stunning outdoor spaces

Welcome to The Greentree Retreat

10.0 out of 10, Exceptional, (11)
"What a great home! We were two families who needed housing for Christmas week to spend time with family living in the WW area. Home is beautifully decorated and the kitchen is well stocked. Highly recommend!!"
Welcome to The Greentree Retreat
Sewah Retreat · Charming Craftsman Cottage - Walkable to Town
Welcome to Sewah Retreat!

Sewah Retreat · Charming Craftsman Cottage - Walkable to Town

10.0 out of 10, Exceptional, (44)
"As advertised property. Professional management and smooth check in. Clean home. Would stay again. "
Sewah Retreat · Charming Craftsman Cottage - Walkable to Town
Fabulous house with AC in charming Walla Walla
Living area

Fabulous house with AC in charming Walla Walla

9.4 out of 10, Exceptional, (3)
"It was such a relaxing weekend in a comfortable space. "
Fabulous house with AC in charming Walla Walla
Yellowbird Retreat of Walla Walla Valley
Yellowbird is the perfect home for the holidays!

Yellowbird Retreat of Walla Walla Valley

9.8 out of 10, Exceptional, (8)
"Love the charm and location for visiting WWU."
Yellowbird Retreat of Walla Walla Valley
#StayinMyDistrict Walla Walla Cozy Wine Escape

#StayinMyDistrict Walla Walla Cozy Wine Escape

8.8 out of 10, Excellent, (25)
"I had an excellent experience with the property managers. They were very responsive to all my texts and emails. The location was conveniently close to where I needed to be, and the unit was clean and well-kept."
The price is AED 261
AED 715 total
includes taxes & fees
23 Feb - 24 Feb
#StayinMyDistrict Walla Walla Cozy Wine Escape
Jungalow Bungalow w/hot tub right across from WWU, close to downtown and shops!
Follow the warm and inviting light into this luxurious cozy jungalow bungalow!

Jungalow Bungalow w/hot tub right across from WWU, close to downtown and shops!

10.0 out of 10, Exceptional, (12)
"The house was exactly as described and the pictures are accurate. We had everything we needed for a fun birthday weekend full of wine tasting and snow shoeing. Everything was clean and the hotub was especially nice. Would totally stay here again."
Jungalow Bungalow w/hot tub right across from WWU, close to downtown and shops!
Wonderful Juniper Guest House in Walla Walla
Exterior

Wonderful Juniper Guest House in Walla Walla

9.8 out of 10, Exceptional, (176)
"We had a wonderful stay in Walla Walla and enjoyed our stay at this beautiful home. The house was exactly like it was presented on line, was very clean and has everything you need. Patty is a good communicator, very responsive and helpful to make sure we had a wonderful stay in Walla Walla. We will definitely look to see if this home is available the next time we visit Walla Walla. "
The price is AED 621
AED 1,559 total
includes taxes & fees
23 Feb - 24 Feb
Wonderful Juniper Guest House in Walla Walla
The Oasis Downtown 3 BR with Pool
Outdoor dining

The Oasis Downtown 3 BR with Pool

10.0 out of 10, Exceptional, (71)
"Absolutely awesome stay! So sparking clean, comfy beds, and quality linens and towels. We will definitely be back!"
The price is AED 915
AED 1,922 total
includes taxes & fees
18 Feb - 19 Feb
The Oasis Downtown 3 BR with Pool
Craftsman House-Near Downtown & Dog Friendly
Built in the 1900’s, this is a true representation of a Craftsman style home.

Craftsman House-Near Downtown & Dog Friendly

10.0 out of 10, Exceptional, (35)
"We love staying at this house when we come to Walla Walla. It is in a great location and the house is fantastic! It is stocked well and we love the ensuites. It is a great place to relax after a day of wine tasting!"
Craftsman House-Near Downtown & Dog Friendly
Stunning 3-bedroom in Pendleton w/ unbeatable views of the Blue Mountains!
Living area

Stunning 3-bedroom in Pendleton w/ unbeatable views of the Blue Mountains!

9.8 out of 10, Exceptional, (10)
"Clean home, quiet, gorgeous views!"
Stunning 3-bedroom in Pendleton w/ unbeatable views of the Blue Mountains!
Marybelle’s Vacation Rental
Exterior

Marybelle’s Vacation Rental

10.0 out of 10, Exceptional, (48)
"This is the second time we’ve stayed here. It’s a great location near family and has worked well for us. We’ll be back. "
Marybelle’s Vacation Rental
The Willows · The Willows is Enchanting
Welcome to The Willows!

The Willows · The Willows is Enchanting

9.8 out of 10, Exceptional, (70)
"We enjoyed our stay. Well stocked, lots of room, and good location. "
The Willows · The Willows is Enchanting
Crestview House · Crestview, Updated Ranch-Style Home Close to Town
We invite you to relax

Crestview House · Crestview, Updated Ranch-Style Home Close to Town

9.8 out of 10, Exceptional, (73)
"A clean and comfortable home away from home. Our young family (and dog) felt welcome! Well equipped for our toddler and in a quiet, safe neighborhood. 5 minute drive from anywhere in Walla Walla."
Crestview House · Crestview, Updated Ranch-Style Home Close to Town
Sunsets and a Sweeping View of Wheatfields!
Stay Here!

Sunsets and a Sweeping View of Wheatfields!

9.4 out of 10, Exceptional, (87)
"Great for a long weekend!!"
Sunsets and a Sweeping View of Wheatfields!
Downtown Charmer · Downtown Charmer, cozy cottage for up to 4 people

Downtown Charmer · Downtown Charmer, cozy cottage for up to 4 people

10.0 out of 10, Exceptional, (41)
"This is a charming older home that has been remodeled and well maintained. Comfortable beds, great walk in shower and a well equipped back yard. It's only three blocks from downtown so easy to walk to shops and restaurants. Communication with property manager was well done and timely. "
Downtown Charmer · Downtown Charmer, cozy cottage for up to 4 people
The Barn on Braden, Classic Splendor on the South Side
The Barn- spring patio ready

The Barn on Braden, Classic Splendor on the South Side

10.0 out of 10, Exceptional, (113)
"What a cute property..loved the location..we enjoyed the outdoor area and firepit..thank you sooo much"
The Barn on Braden, Classic Splendor on the South Side
Lasater Ranch Bunkhouse- close to town & wineries!
Queen sized bed with premium bedding in the bedroom.

Lasater Ranch Bunkhouse- close to town & wineries!

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a very relaxing time. We did take a cribbage board and a book for our evenings there. Lots to do!"
Lasater Ranch Bunkhouse- close to town & wineries!
The Southside Cottage
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The Southside Cottage

9.6 out of 10, Exceptional, (4)
"We stayed at the Southside Cottage for Cayuse Release weekend. The area is residential, not far from downtown and wineries. Very easy to find and great communication with the host. Check in/check out was simple. As is described, it is small but great for the 2 of us. Loved the king size bed and kitchen. We would definitely stay here again."
The Southside Cottage
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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Other property types in Milton-Freewater

Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly
Aerial view

Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly

10.0 out of 10, Exceptional, (5)
"We had our 2nd Christmas at this estate. It’s an incredibly comfortable, beautiful house set on a vineyards with seclusion and a beautiful view. Highly recommend!"
Vineyard Estate-Mountain views-Private; minutes to downtown. Pet friendly
Historic Mansion
Exterior

Historic Mansion

10.0 out of 10, Exceptional, (82)
"Wonderful food and wine. The house was perfect for our large group and even though it was November Barbara kept the pool heated for our kids for one more weekend."
Historic Mansion
Il Terrazzo Welcomes You
Welcome to Il Terrazzo

Il Terrazzo Welcomes You

9.6 out of 10, Exceptional, (16)
"This property exceeded all expectations. We especially loved the outdoor kitchen. The house was incredibly well equipped and right next to two fantastic vineyards. I can’t say enough good things about our stay. "
Il Terrazzo Welcomes You
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.