Vacation rentals with a fireplace in Ashland

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Top-rated fireplace rentals in Ashland

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Guest favorite

Guesthouse in Ashland

4.97 out of 5 average rating, 434 reviews

Charming cottage, walk to town.

Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown

Oct 26 – Nov 2

G$34,696 GYD per night

Guest favorite

Home in Ashland

4.96 out of 5 average rating, 241 reviews

Secluded Forest Log House 15 minutes to Ashland

Beautiful hand built rustic log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to downtown Ashland, 20 minutes to Mt. Ashland Ski Area, and a five minute walk to Pacific Crest Trail. This home is the perfect quiet, serene getaway: close enough to Ashland to be convenient, yet completely secluded and private. Features include private covered parking, fully equipped kitchen, large private covered deck overlooking the forest, seasonal wood-fired sauna, and walking trails.

Feb 8 – 15

G$37,245 GYD per night

Guest favorite

Cottage in Ashland

4.97 out of 5 average rating, 427 reviews

Victorian Garden Carriage House

You will wake in the trees, to the soft prospects of the forested Siskiyou mountains to the west. You'll discover enchanting views at every window, from city streets to a quiet English garden and pond. You are only a few steps from Ashland Plaza, yet the retreat-like environment we offer to all our guests requires that no incense, smoking, vaping or pets are allowed in the Carriage House. The City of Ashland has authorized the Carriage House. Our City Planning Action Number is PA-2013-01701.

Jan 16 – 23

G$43,927 GYD per night

Guest favorite

Townhouse in Medford

4.98 out of 5 average rating, 131 reviews

Light & Spacious 2 Bedroom 2 1/2 Bath

Newer constructed townhouse located at the end of a quite dead end road. The open floor plan offers warmth and comfort, perfect for your business or pleasure trip. Large master W/fireplace-additional second bedroom upstairs. 2 1/2 baths to accommodate everyone. Located within a couple minutes off I5, 12 mins to the airport and minutes to anywhere in Medford. Walking distance to South Medford High school and a short drive to Medford's major rec parks. 5 Step Cleaning. Welcome and Sweet Dreams!

Oct 11 – 18

G$30,565 GYD per night

Guest favorite

Tiny home in Shady Cove

4.96 out of 5 average rating, 202 reviews

Modern Tiny House w/ Hot Tub

Located on a hillside in Shady Cove. This is a spacious brand new 300 sq foot tiny home. The tiny house is located on our private property. We request for our guests to be respectful of our home, our neighbors, and surroundings. It is important that our guests treat the outdoor space as if they were camping and not leave any food outside as there is some wildlife in the area. Included is a covered gazebo with curtains on a private deck with a spa, and gas fire pit that also heats your legs.

Oct 6 – 13

G$31,173 GYD per night

Guest favorite

Treehouse in Jacksonville

4.98 out of 5 average rating, 190 reviews

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.

Aug 23 – 30

G$44,713 GYD per night

Guest favorite

Farm stay in Eagle Point

4.97 out of 5 average rating, 250 reviews

Shadow Bear Lodge - Crater Lake Home Base!

We designed an incredible comfy studio-the Shadow Bear Lodge, perfect for a weekend get away! On the path to CRATER LAKE (50 MIN TO ENTRANCE). This private space offers serenity, comfort and peace away from home. Enjoy beautiful SUNSETS and breath taking MOUNTAIN VIEWS of Table Rock and the Cascades on the private patio. The ROGUE RIVER is minutes away to enjoy fishing. Hiking is popular all around us with the table rocks only minutes away. Or enjoy a glass of wine from Vineyards near by!

Aug 20 – 27

G$25,298 GYD per night

Guest favorite

Guesthouse in Eagle Point

4.91 out of 5 average rating, 252 reviews

Free Bird Ranch-Oregon Summer Adventures Home Base

You’ll love the peace and serenity this private guest house brings! We are minutes away from beautiful vineyards. On the path- (50 minutes) to CRATER LAKE where you can sightsee, hike, and snow shoe. Go fishing on the Rogue 5 minutes away! Enjoy the deck that overlooks the views of the valley and view’s of the CASCADES AND TABLE ROCK which is a 5 minute drive to the entrance. Ashland ski resort is 45 minutes away. Come back to a relaxing and cozy home after your adventures in the Rogue!

May 8 – 15

G$26,055 GYD per night

Guest favorite

Cottage in Ashland

4.99 out of 5 average rating, 143 reviews

The Red Dragon House

Just a few minutes outside of Ashland, this unique and spacious property will put you in a rural setting with excellent views of the surrounding hills of the Rogue Valley. Located on 5.2 acres, with two security gates that are, remnants of a previous cannabis operation, the property affords ample privacy, and is invisible from the street, providing a perfect getaway for those that seek it. We are adjacent to I-5, so if road noise is an issue, this property may not be right for you.

Nov 8 – 15

G$40,310 GYD per night

Guest favorite

Cottage in Ashland

4.92 out of 5 average rating, 214 reviews

Weisinger Winery Vineyard Cottage

Our vineyard cottage is located at Weisinger Family Winery in Ashland, Oregon. Built c. 1920, our vineyard cottage was the original farmhouse on the property and was recently remodeled in order to encompass the amenities and comforts of home. The hot tub and BBQ on the deck overlook our Pinot Noir vineyard. The property has wonderful views and privacy. A complimentary bottle of wine, cheese, and crackers are awaiting your arrival along with a free tasting in our tasting room.

Feb 25 – Mar 4

G$53,836 GYD per night

Guest favorite

Cabin in Grants Pass

4.98 out of 5 average rating, 413 reviews

The Cozy Cabin (with own private hot tub!)

Come relax and unwind in our cozy, peaceful cabin, tucked away in the beautiful hills of Grants Pass. With mountain views, stunning sunsets and a private wooded environment, it’s the perfect place to get away. Relax, read a good book, take a soak in the hot tub located just steps outside the master suite. The Cozy Cabin is filled with thoughtful touches, from throw blankets to high quality linens and towels, selected to create a welcoming and comfortable atmosphere.

Aug 7 – 14

G$29,058 GYD per night

Guest favorite

Guesthouse in Ashland

4.94 out of 5 average rating, 109 reviews

JJ's Loft | Downtown | Large Deck | Kitchenette

JJ's Loft is a 620 sq. ft. two level studio with a well stocked kitchenette, dining area, bathroom with tile shower downstairs and bedroom with queen bed upstairs. JJ's Loft is located just two blocks from downtown and within easy walking distance to Lithia Park, Oregon Shakespeare Theaters. Alley access provides a private entrance and dedicated off street parking.

Apr 18 – 25

G$30,092 GYD per night