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Vacation rentals with outdoor seating in Ashland

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Top-rated outdoor seating rentals in Ashland

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Ashland
Charming very well appointed cottage !
The Farm Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 2 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If quiet is what you are looking for, the cottage will meet all your needs.
May 15 – 22
$115 per night
Guest favorite
Treehouse in Jacksonville
Tree Top Studio
Find your Peace in this cozy light filled studio in the treetops of the Siskiyou mountains. The studio is very private with views in every direction of trees, earth and sky (no other buildings in sight). You have direct access to trails leading to old growth forest and a refreshing year long creek. The studio space is an inspiration for artists and lovers of fine details. The kitchen meets all your basic culinary needs. Living room has cozy nooks. Bedroom upstairs has a comfy queen size bed.
Jul 18 – 25
$188 per night
Guest favorite
Farm stay in Ashland
Kelly’s Carriage House 4 miles from Ashland
The Carriage House is located on Kelly's Farm four miles from the city of Ashland and less than two minutes from Highway 5. This two story home is 440 sq. ft with two sliding glass doors affording a 360 degree view of the mountains and sunset. There is an upstairs and downstairs deck, a propane grill and kitchen is fully furnished, two burners, countertop oven, and rice maker among other things. Set up for three people using two beds. Dogs are welcomed but we don't accept cats.
Mar 24 – 31
$122 per night

Popular amenities for Ashland outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Ashland
Secluded Forest Log House 15 minutes to Ashland
Apr 25 – May 2
$191 per night
Guest favorite
Home in Trail
Log Cabin w/Treehouse & Zip Line on Rogue River
Nov 10 – 17
$375 per night
Guest favorite
Home in Jacksonville
Britt Bungalow in the Heart of Jacksonville
Mar 10 – 17
$185 per night
Guest favorite
Home in Grants Pass
Modern Studio in the Heart of Grants Pass
Jul 6 – 13
$60 per night
Guest favorite
Home in Gold Hill
Rogue River Retreat
Jan 30 – Feb 6
$196 per night
Guest favorite
Home in Grants Pass
Gateway to Cathedral hills
Sep 25 – Oct 2
$154 per night
Guest favorite
Home in Ashland
The Madrone House, mountain views.
Jul 6 – 13
$270 per night
Superhost
Home in Medford
6 king bed real movie theater!! 5star BIG Hot tub!
Aug 23 – 30
$330 per night
Guest favorite
Home in Gold Hill
Big Foot River Lodge
Dec 19 – 26
$173 per night
Guest favorite
Home in Trail
Quiet Riverfront Cottage | 40 mins to Crater Lake
Aug 9 – 16
$311 per night
Guest favorite
Home in Grants Pass
777 House
Dec 12 – 19
$126 per night
Guest favorite
Home in Jacksonville
Ivy Cottage
Dec 5 – 12
$223 per night

Apartment rentals with outdoor seating

Guest favorite
Apartment in Grants Pass
Peace on the Rogue river Studio
May 13 – 20
$94 per night
Guest favorite
Apartment in Ashland
Winner 2023 Best of Ashland! Our Carriage House
Jan 8 – 15
$172 per night
Guest favorite
Apartment in Medford
Suite Madrona
Aug 15 – 22
$80 per night
Guest favorite
Apartment in Medford
Boho-Modern | Lux Spa | Close to Downtown
Dec 15 – 22
$93 per night
Guest favorite
Apartment in Grants Pass
Great location to I-5 and city! King bed!
Jul 5 – 12
$72 per night
Guest favorite
Apartment in Grants Pass
1940s Vintage apartment steps from the Rogue River
Mar 15 – 22
$89 per night
Superhost
Apartment in Medford
Broken Chair Ranch
Apr 29 – May 6
$173 per night
Guest favorite
Apartment in Medford
"Panorama Place"
Mar 2 – 9
$63 per night
Guest favorite
Apartment in Phoenix
Lovely first floor apartment for a couple
Dec 4 – 11
$108 per night
Guest favorite
Apartment in Grants Pass
Brand New Stylish MCM Studio
Mar 20 – 27
$66 per night
Guest favorite
Apartment in Ashland
Oberon - Second Spring Property
Dec 21 – 28
$158 per night
Guest favorite
Apartment in Jacksonville
Safari: Downtown Jacksonville
Sep 2 – 9
$133 per night

Condo rentals with outdoor seating

Guest favorite
Condo in Medford
Peaceful, quiet, pet-friendly home with a king bed
Jun 6 – 13
$136 per night
Superhost
Condo in Ashland
Mahar Homes - Plaza North 201 Suite Alexander
Feb 4 – 11
$349 per night
Superhost
Condo in Medford
Cozy 1- bedroom condo with pool
Jan 29 – Feb 5
$89 per night
Guest favorite
Condo in Phoenix
Phoenix OR Duplex-Full House Rental (1,100 Sq Ft)
Jul 22 – 29
$30 per night
Guest favorite
Condo in Medford
Bella Vista
Jul 24 – 31
$150 per night
Superhost
Condo in Ashland
Mahar Homes - Plaza North 203 Windsor Suite
Jul 14 – 21
$299 per night
Superhost
Condo in Ashland
Mahar Homes - Plaza North 202 Suite Sonoma
Aug 8 – 15
$275 per night
Superhost
Condo in Ashland
Mahar Homes - Plaza North Penthouse
Apr 17 – 24
$749 per night

Quick stats about vacation rentals with outdoor seating in Ashland

Total rentals

140 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

10K reviews

Nightly prices starting at

$30 before taxes and fees

Destinations to explore