Download sale catalog

Fall Into Savings Ends October 3rd


Meet the


Meet the


A strong and bold looking building; the Homesteader features plenty of space inside and out with a large porch, loft and room for all of the amenities you'll need.

Adorned with a large 6’ deep front porch, modest loft, and 14’9” peak height; the Homesteader exhibits an abundance of living space. The porch is large enough for a couple of rocking chairs or a hammock, perfect to unwind on.

Available Sizes


Homesteader Features

Roof Style: Gable Style

All About The Homesteader

The Homesteader is a tall classic gable design that makes the most of its square footage and then some by including a 6’ integrated porch. The design beseeches country charm from this one and opens into a generously tall, refreshing space. The loft has a window and is perfectly sized to provide additional usable space while not compromising airflow or the grand feel of the tall ceilings. Consider the addition of a heat source to create an oasis of warmth in the dead of winter.

This design lends itself wonderfully to a backyard haven, hunting cabin, guest house, roadside stand, or workshop. When dreaming about the small cottage lifestyle, you may imagine tranquil surroundings that bring back memories of a simpler way of life. Cottages are adorable structures that simply emanate warmth and comfort. They make charming guesthouses or backyard retreats. When the primary purpose of your small cottage is a vacation home, the intimate space is ideal for couples looking for peaceful weekend getaways or families seeking quality time and bonding. At Jamaica Cottage Shop, we think that a having a cabin in the backyard can be just as rewarding as having one in the backcountry. Home office or bunk house for guests? Maybe both? Turn your four-seasoned retreat into a combined guest house and workspace for hobbies such as pottery or jewelry making.

Choose Your Size & Type

Start by choosing your size and preferred format. Purchasable sizes range from 16’x16′ up to 18’x24′. We offer complete shells, Three Season, and Four Season structures as pre-cut kits. We ship kits anywhere within the Continental United States and parts of Eastern Canada. Pick from the following:

• Complete Shell – With this package you get everything needed to set up an uninsulated Homesteader shell. Floor system, wall and roof framing, siding, a metal roof, door, and windows come with this package. This option works well for basic storage or as a small livestock shelter.

• Three Season – For those who want to tighten up their building or get it ready to be insulated in the distant future. This package includes an insulated floor, wall and roof vapor barrier, and solid pine roof sheathing in addition to everything that comes with the shell.

• Four Season – Get comfort year-round with our fully insulated option. The floor and roof are insulated with fiberglass insulation and vapor barrier. The walls get rigid foam board insulation. The interior is finished off with shiplap pine ceiling and wall sheathing. Additionally, double pane windows and an insulated door are included.


Each type of building comes with default options that match our specifications. However, if you want to personalize your building, we have made that process a breeze. As you go through each step, you’ll be able to pick and choose which options you want.

• Strengthen – Some options are intended to boost the ruggedness of your already robust building. For example, you can increase the weight rating of your floor and roof. Treated floor systems are also ideal for geographical locations that are prone to damp ground. Western Red Cedar siding naturally repels many insects too.

• Personalize – If you want to style your building so that it blends in with your natural landscape, or match existing buildings on your property, we have a plethora of siding and roofing options. We think Pine Log Cabin style siding paired with a Matte Black corrugated metal roof would be fashionable choices to add to this Homesteader.

• Add-Ons – Any of our weathervanes would look fantastic on this cottage. Install decorative wrought iron brackets to hold hanging flowerpots. Inside utilize peg-racks for hanging coats and bags. If you plan on using your Homesteader year-round, why not add some roof flashing for a woodstove too? Adding one of our decorative 4’x8′ cupolas would transform this cottage into a sugar shack style tiny home. For those who want more living or working space we offer overhang, porch, and enclosure add-on kits. These kits provide the materials to provide a roofed structure great for creating space to relax outside, or additional interior living areas. Since this building already includes a porch, you could potentially add another to the opposite bearing wall. Adding an enclosure creates an extra room too.


Build Your Homesteader:

Select the options you’d like to see below and then click “Configure Now” to customize and add to cart.

Pick your Size

Pick your Package

Pre-Cut Kit

Pre-Cut Kit
4-Season | Pre-Cut Kit
$ 25,982
  • Footprint: 256 SQFT
  • Overall Dimensions: 16x16
  • Roof Pitch: 12/12, 3/12 Porch

Pre-Cut Kit

Pre-Cut Kit
3-Season | Pre-Cut Kit
$ 16,874
  • Footprint: 256 SQFT
  • Overall Dimensions: 16x16
  • Roof Pitch: 12/12, 3/12 Porch

Pre-Cut Kit

Pre-Cut Kit
Shell | Pre-Cut Kit
$ 11,787
  • Footprint: 256 SQFT
  • Overall Dimensions: 16x16
  • Roof Pitch: 12/12, 3/12 Porch


What is a Pre-Cut Kit? What is included in this package?

The Pre-Cut lumber package has all the framing members cut and ready for assembly. It includes siding, roofing, pre-dimensioned trim, and fastening hardware. Many designs also include windows and doors. The floor system, walls and rafters have all been cut, color-coded and part numbered. The detailed cut list coincides with the color-coded exploded view. The head scratching has been removed, the headaches of finding the correct angles and the aggravation of starting from scratch has all been simplified. The kit is geared to a do-it-yourself homeowner with beginner-to-beginner knowledge of carpentry.

Should I buy a Pre-Cut Kit or Fully Assembled Building?

We design our kits to be organized and easy to understand. If you have basic carpentry skills and are looking to save money, a kit is a great idea for you. We ship our kits  all across the continental USA and part of Canada.

If you live within our Northeast delivery area, you are able to purchase many of our buildings Fully Assembled. You’ll save time and have the peace of mind that your cottage is being built by expert craftsmen.

What is a Complete Shell and What Comes With It?

A complete shell is an uninsulated building. As a kit, it includes everything required to assemble the building including hardware, precut framing, siding and roofing as well as doors and windows. Hardware, millwork sheathing and DIY plans have been enclosed. Each piece is color coded and part numbered. The exact itemization of what is inserted can be found on the specifications tab of the website for each product page design.

What is the difference between a 3-Season and 4-Season Insulation package?

3-Season –A three-season kit prepares the building for interior finishing. It includes the complete shell plus vapor barrier, solid roof sheathing and insulated floor system. A three season building seals the structure from humidity and moisture protecting from the environment, insects and rodents.

4-Season – Best for year-round comfort. The package includes everything a 3 season does with the addition of insulated thermal pane millwork, wall and roof insulation and pine interior sheathing.

Can I Customize My Building?

Yes! When you purchase your building, you have the option to pick siding, roofing, and flooring options to upgrade or modify your building. Read more about what options we offer.

If you are looking for some very special customizations to one of our buildings, our cottage designers can help. Contact our custom shop team to build a bespoke cottage.

How Can I Pay? Do You Offer Financing?

We accept Master Card, American Express, Discover Card and Visa, Cash, Personal Check, Financing, ACH transfers, Wire transfers, and PayPal. There are so many ways to purchase your dream cottage!

We also offer easy financing options, including a 50% now, 50% later option. See financing page.

Pre-Cut Kits

Free Shipping for Pre-Cut Kits

We are proud to ship our kits all over the continental USA and to parts of Canada. To qualify for free shipping, you must have a business address and appropriate equipment for offloading your kit. Go to our shipping policy for more details

Fully Assembled Buildings

We deliver to customers within a 200 mile radius of our shop in Londonderry Vermont. This area includes New Hampshire, Massachusetts, Rhode Island, Connecticut, and some parts of Maine, New York, New Jersey, Pennsylvania, and of course, Vermont.

Labor Day Sale on NOW

Sign up to get alerts on future sales and special pricing

Zip Code(Required)
My Contact Preference

By submitting your mobile number on this form, you agree to receive automated promotional and personalized marketing messages (i.e. cart reminders) at the phone number provided. Consent is not a condition of purchase. Reply STOP to unsubscribe or HELP for help. Message and data rates may apply. View our Terms of Service and Privacy Policy for more information.