Search Cottages in Jacksonville

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 75 Cottages in Jacksonville with updated reviews, rates, and availability.

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (38)
"A friend and I stayed at this location for a few days in the autumn. Everything was as listed and it was perfect for our getaway. I would highly recommend this place for anyone I know looking for a quiet and quaint place to stay!"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Great Place to get away and have clean fresh air surround you!
Book now for a magical & peaceful fall stay before its too late!
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (130)
"We enjoyed our stay. It was a beautiful cottage on a very nice pond. We enjoyed kayaking, eating our meals on the deck overlooking the water, and enjoying a fire every night. It also was only a couple hours away from Fort Ticonderoga, so we enjoyed going there one day. "
Great Place to get away and have clean fresh air surround you!
Cozy Cottage Along Idyllic Green River
Green River Cottage
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (39)
"Near Brattleboro and great restaurants and shopping, but remote for privacy and scenic views. The cottage was quite clean and had everything we needed. Got a bit lost when we were close, and the hosts actually drove out to where we were to help us find it. Comfy bed (we only used one bedroom), well-stocked pantry. Overall wonderful experience. "
Cozy Cottage Along Idyllic Green River
Perfect for a peaceful get away in clean fresh Vermont air!
Newly sided entire house and garage
Perfect for a peaceful get away in clean fresh Vermont air!
10.0 out of 10, Exceptional, (69)
"The Honey Bear Cottage is adorable. The cottage is well stocked and immaculate. The adjustable bed is extremely comfortable. We did not get to use the fire pits or the upstairs bedroom but we did get to enjoy Big Pond, using the kayak and pedal boat. The hostess, Linda Jane is very attentive to your needs. Watching the stars from the deck is amazing. I would love to stay again. Very relaxing!"
Perfect for a peaceful get away in clean fresh Vermont air!
Lake life at Woodford Cottage
Livingroom - Woodburning stove and sleeper double size pull out couch.
Lake life at Woodford Cottage
9.4 out of 10, Exceptional, (13)
"Very comfortable beds! This property is what you would expect from a cottage in Vermont, but there's so much more! We were surprised by the very well equipped kitchen and the vicinity to Woodford State Park also worked out really well for us. Would definitely recommend!"
Lake life at Woodford Cottage
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Property grounds
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
3.0 star property
6.0 out of 10, (1)
"I tried to reach out to the contact given regarding some checkout procedures and got zero response. "
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Cozy Falls Brook Cabin: Hike & Swim On-site!
Interior
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.0 star property
Cozy Falls Brook Cabin: Hike & Swim On-site!
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Property grounds
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Charlemont Retreat on Chickley River w/ EV Charger
Living area
Charlemont Retreat on Chickley River w/ EV Charger
3.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...
Charlemont Retreat on Chickley River w/ EV Charger
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Exterior
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Jacksonville Cabin w/ Wraparound Deck & Views
Terrace/patio
Jacksonville Cabin w/ Wraparound Deck & Views
3.0 star property
Jacksonville Cabin w/ Wraparound Deck & Views
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Terrace/patio
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Living area
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Cozy Treetop Hideaway Near Harriman Reservoir!
Exterior
Cozy Treetop Hideaway Near Harriman Reservoir!
3.0 star property
Cozy Treetop Hideaway Near Harriman Reservoir!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Exterior
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
'john's Farmhouse in Mount Snow' on 120 Acres!
Exterior
'john's Farmhouse in Mount Snow' on 120 Acres!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
'john's Farmhouse in Mount Snow' on 120 Acres!
Wilmington Getaway w/ Pool Access: Near Hiking!
Interior
Wilmington Getaway w/ Pool Access: Near Hiking!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
Wilmington Getaway w/ Pool Access: Near Hiking!
Wilmington Home w/ Game Room & Scenic Deck!
Exterior
Wilmington Home w/ Game Room & Scenic Deck!
3.0 star property
Wilmington Home w/ Game Room & Scenic Deck!
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Private kitchen
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Wilmington Vacation Rental Near Hiking and Skiing!
Living area
Wilmington Vacation Rental Near Hiking and Skiing!
3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
Don't see what you're looking for?
See all available properties in Jacksonville
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Jacksonville

Jacksonville Cabin w/ Wraparound Deck & Views
Jacksonville Vacation Rental | 3BR | 2BA | 2,000 Sq Ft | Stairs Required
Jacksonville Cabin w/ Wraparound Deck & Views
9.6 out of 10, Exceptional, (26)
"Very nice home on its own road, far from any neighbors, lovely location overlooking pond."
Jacksonville Cabin w/ Wraparound Deck & Views
Bright three-level home with water views, jetted tub, firepit, and pool table
Bright three-level home with water views, jetted tub, firepit, and pool table
8.2 out of 10, Very Good, (22)
"This is a beautiful log cabin! Setting is quiet and picturesque and easy to find. The house is well maintained and has everything you need. We cooked in all nights and enjoyed the firepit in the cool spring weather. On arrival house was immaculate, beds made and towels set out. They provide a book of brochures on what to do in the area. Not to miss- the North River bakery right down the street! They have a great selection and even have prepared family meals to go. We will be staying again!"
Bright three-level home with water views, jetted tub, firepit, and pool table
Beautiful, private log cabin with huge, relaxing screened porch
Exterior
Beautiful, private log cabin with huge, relaxing screened porch
10.0 out of 10, Exceptional, (30)
"We had a wonderful, quiet and relaxing time. Plenty of rooms for every guest. The veranda is very special. We will go back again and we would recommend it. The Host, Beth, was welcoming and helpful."
Beautiful, private log cabin with huge, relaxing screened porch
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.

Frequently asked questions

Why book your cottage in Jacksonville with Expedia?
Booking a cottage in Jacksonville is as simple as clicking on your travel dates and selecting your ideal place for outdoor relaxation and recreation. From upscale retreats to inexpensive stays and cottages that have amenities like a kitchenette, Expedia has something for all tastes. As for awesome deals? We’ve got you covered!
How can I find cheap cottages in Jacksonville?
Expedia can help you locate cheap cottages in Jacksonville. To book your special stay in a few quick clicks, use our handy filter tool to refine your search by budget, amenities and star rating.