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Guest house builders in Winchester

Avatar for Pegasus Design-To-Build  LLC
Pegasus Design-To-Build LLC
727 Main St
4.66(
123
)
Approved Pro
Pegasus Design-To-Build LLC
727 Main St
4.66(
123
)
Approved Pro
Customers say: Quality work
126 local quotes requested
24 years of experience

A Boston area full service design/build remodeling firm offering planning and construction of kitchens, additions and other quality home renovations. Visit www.pegdesign.net/portfolio to see more of our projects!

"Everything went well except for the painting of the kitchen. My 2 year old could have done a better job"

Brian H on July 2020

A Boston area full service design/build remodeling firm offering planning and construction of kitchens, additions and other quality home renovations. Visit www.pegdesign.net/portfolio to see more of our projects!

"Everything went well except for the painting of the kitchen. My 2 year old could have done a better job"

Brian H on July 2020


Avatar for Busy-Bee Construction LLC
Busy-Bee Construction LLC
151 North Ave
4.80(
99
)
Approved Pro
Busy-Bee Construction LLC
151 North Ave
4.80(
99
)
Approved Pro
Customers say: Super punctual
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
178 local quotes requested

Our company is your best source for professional, value driven, low cost service. Meaning that we are able to provide the most value and innovation per your dollar spent. We are a design build company with 25 years experience in all aspects of the construction industry, unlike most contractors that only specialize in one field and sub out the rest of the work to the lowest bidders; ultimately resulting in a lower quality of work. Busy Bee Construction only employs dependable and experienced craftsman to insure top quality work, and to prove it we offer a one year workmanship warranty. So whether your project is as small as a bathroom or as large as a new constructed home we can make it a stress free and exciting experience for you. Please visit busy-beeconstruction.com to find out more about our company and see photos. Additional email contact: downie.john@comcast.net

"I can't say enough about John, Gary, and the team at Busy Bee Construction. They took on a big project transforming my horror of an overly-large primary bathroom into a beautiful, new bathroom plus an additional study. They were clear, communicative, and knowledgeable, and they did exceptional work at a very fair price. I would absolutely work with them again (and definitely will!). These guys are the real deal."

Kelly W on November 2024

Our company is your best source for professional, value driven, low cost service. Meaning that we are able to provide the most value and innovation per your dollar spent. We are a design build company with 25 years experience in all aspects of the construction industry, unlike most contractors that only specialize in one field and sub out the rest of the work to the lowest bidders; ultimately resulting in a lower quality of work. Busy Bee Construction only employs dependable and experienced craftsman to insure top quality work, and to prove it we offer a one year workmanship warranty. So whether your project is as small as a bathroom or as large as a new constructed home we can make it a stress free and exciting experience for you. Please visit busy-beeconstruction.com to find out more about our company and see photos. Additional email contact: downie.john@comcast.net

"I can't say enough about John, Gary, and the team at Busy Bee Construction. They took on a big project transforming my horror of an overly-large primary bathroom into a beautiful, new bathroom plus an additional study. They were clear, communicative, and knowledgeable, and they did exceptional work at a very fair price. I would absolutely work with them again (and definitely will!). These guys are the real deal."

Kelly W on November 2024


Avatar for DS General Services Corp.
DS General Services Corp.
5 Clearview Drive
5.00(
6
)
Approved Pro
DS General Services Corp.
5 Clearview Drive
5.00(
6
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
288 local quotes requested

We offer bathroom, kitchen and basement remodeling, deck build, hardwood floor installation, interior painting, tile. We do not claim perfection, but we promise pride, quality and perseverance. Over 20 years in business.

"Extremely satisfied with project from start to finish. In my opinion communication is always the key to all successful projects, DS General Services excelled in this area. All calls and questions were returned and addressed in a prompt response. Wellington DaSilva and his team were courteous, clean and professional. My wife and I are extremely happy with our new walk in shower and will definitely reach out to DS General Services for any future projects."

Dennis M on March 2024

We offer bathroom, kitchen and basement remodeling, deck build, hardwood floor installation, interior painting, tile. We do not claim perfection, but we promise pride, quality and perseverance. Over 20 years in business.

"Extremely satisfied with project from start to finish. In my opinion communication is always the key to all successful projects, DS General Services excelled in this area. All calls and questions were returned and addressed in a prompt response. Wellington DaSilva and his team were courteous, clean and professional. My wife and I are extremely happy with our new walk in shower and will definitely reach out to DS General Services for any future projects."

Dennis M on March 2024


Avatar for Golden Hammer Remodeling
Golden Hammer Remodeling
17 William Ave
4.74(
85
)
Approved Pro
Golden Hammer Remodeling
17 William Ave
4.74(
85
)
Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
297 local quotes requested

Elevate your living spaces with Golden Hammer Remodeling, your trusted partner in bathroom and kitchen transformations in the Greater Boston Area. With 15 years of expertise, we specialize in impeccable tile work. Fully licensed, bonded, and insured, we've earned the coveted Super Service Award on Angi. Ready to bring your vision to life? Call (617)991-4914 TODAY to schedule a FREE Project Estimate. https://www.goldenhammerremodeling.com/

"Sebastian and his team remodeled our kitchen, and were extremely professional, finished the project ahead of schedule, and couldn’t be happier. Very enjoyable to work with, and easy to communicate for scheduling. Would highly recommend to anyone!"

Anthony R on April 2025

Elevate your living spaces with Golden Hammer Remodeling, your trusted partner in bathroom and kitchen transformations in the Greater Boston Area. With 15 years of expertise, we specialize in impeccable tile work. Fully licensed, bonded, and insured, we've earned the coveted Super Service Award on Angi. Ready to bring your vision to life? Call (617)991-4914 TODAY to schedule a FREE Project Estimate. https://www.goldenhammerremodeling.com/

"Sebastian and his team remodeled our kitchen, and were extremely professional, finished the project ahead of schedule, and couldn’t be happier. Very enjoyable to work with, and easy to communicate for scheduling. Would highly recommend to anyone!"

Anthony R on April 2025


Avatar for All Work Construction INC.
All Work Construction INC.
183 Londonderry Tpke
New on HomeAdvisorNew on Angi
Approved Pro
All Work Construction INC.
183 Londonderry Tpke
New on AngiNew on HomeAdvisor
Approved Pro
830 local quotes requested
25 years of experience

All Work Construction is proudly the #1 Home Improvement Company for Hooksett NH and beyond. We specialize in bathroom remodeling, kitchen remodeling, exteriors such as vinyl siding, shingle roof replacement, replacement windows, and exterior doors. Contact us today to request our home remodeling services. We offer free estimate consultations! (We serve NH, Northern MA, and partial ME)

All Work Construction is proudly the #1 Home Improvement Company for Hooksett NH and beyond. We specialize in bathroom remodeling, kitchen remodeling, exteriors such as vinyl siding, shingle roof replacement, replacement windows, and exterior doors. Contact us today to request our home remodeling services. We offer free estimate consultations! (We serve NH, Northern MA, and partial ME)


Avatar for SRS Construction & Landscape
SRS Construction & Landscape
92 Bishop St
5.00(
20
)
Approved Pro
SRS Construction & Landscape
92 Bishop St
5.00(
20
)
Approved Pro
Customers say: True professional
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
198 local quotes requested

Welcome! Uproot problems with your landscape for a more pleasing, unique property with superior services from in Metro West area . SRS Construction & Landscape specializes in landscaping services and maintenance that make your property look its best year-round. We are a full-service landscaping company that handles all of your property needs. SRS Construction & Landscape has been keeping grass greener, flowers more vibrant, and clients happier. Contact us now to become one of the many satisfied property owners we've helped throughout the years. No matter whether it is a small or large project, our expertise will enhance the look and value of your property. Call us in Metro West today for a personal consultation. Our Services Include the Following : Spring e Falls Cleanups , Landscape design, Landscape Installation ,General Maintenance , Lawn Mowing , Fertilization Program, Shrub Trimming , Irrigation System , Sprinkler Systems , Patios and Walkways , Stone And Brick , Blue stone , Cobblestone , Steps , Pool Patio , And many More. Call us today For Free Estimate At 508 494 4858. Our office hours are:7:00 am to 6:00 pm

"I’m very impressed while working with the SRS Contruction & Landscape team. They showed up right away to assess my needs, listened carefully to my ideas, and offered helpful suggestions. Throughout the process, the team was friendly, flexible, and ready to accommodate my requests. To top it off, their pricing was more competitive than any other contractor I contacted. I highly recommend SRS Construction & Landscape for this smooth, professional and pleasant experience."

Liwei L on March 2025

Welcome! Uproot problems with your landscape for a more pleasing, unique property with superior services from in Metro West area . SRS Construction & Landscape specializes in landscaping services and maintenance that make your property look its best year-round. We are a full-service landscaping company that handles all of your property needs. SRS Construction & Landscape has been keeping grass greener, flowers more vibrant, and clients happier. Contact us now to become one of the many satisfied property owners we've helped throughout the years. No matter whether it is a small or large project, our expertise will enhance the look and value of your property. Call us in Metro West today for a personal consultation. Our Services Include the Following : Spring e Falls Cleanups , Landscape design, Landscape Installation ,General Maintenance , Lawn Mowing , Fertilization Program, Shrub Trimming , Irrigation System , Sprinkler Systems , Patios and Walkways , Stone And Brick , Blue stone , Cobblestone , Steps , Pool Patio , And many More. Call us today For Free Estimate At 508 494 4858. Our office hours are:7:00 am to 6:00 pm

"I’m very impressed while working with the SRS Contruction & Landscape team. They showed up right away to assess my needs, listened carefully to my ideas, and offered helpful suggestions. Throughout the process, the team was friendly, flexible, and ready to accommodate my requests. To top it off, their pricing was more competitive than any other contractor I contacted. I highly recommend SRS Construction & Landscape for this smooth, professional and pleasant experience."

Liwei L on March 2025


Avatar for Total Basement Finishing, a Blackdog Affiliate
Total Basement Finishing, a Blackdog Affiliate
7 Red Roof Ln
New on HomeAdvisorNew on Angi
Approved Pro
Total Basement Finishing, a Blackdog Affiliate
7 Red Roof Ln
New on AngiNew on HomeAdvisor
Approved Pro
83 local quotes requested
36 years of experience

Total Basement Finishing, A Blackdog Affiliate serves the Greater Lowell area of Massachusetts and New Hampshire with basement finishing and basement remodeling. Finishing your previously unused basement gives you additional space in your home and so much more. It offers you a rare opportunity to exploit your creative side through the design process. And ultimately, you will transform a dark, uninviting space into a room that adds value and comfort to your home, making it an integral part of your family’s daily life.

Total Basement Finishing, A Blackdog Affiliate serves the Greater Lowell area of Massachusetts and New Hampshire with basement finishing and basement remodeling. Finishing your previously unused basement gives you additional space in your home and so much more. It offers you a rare opportunity to exploit your creative side through the design process. And ultimately, you will transform a dark, uninviting space into a room that adds value and comfort to your home, making it an integral part of your family’s daily life.


Avatar for Excellence home improvement LLC
Excellence home improvement LLC
40 Whipple Rd
4.90(
39
)
Approved Pro
Excellence home improvement LLC
40 Whipple Rd
4.90(
39
)
Approved Pro
Customers say: Quick response
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
123 local quotes requested

Our company strives for perfection regardless of the size of the job. The satisfaction of our customers is our main priority.

"Above and beyond! Great communication. Project came in at cost given and completed on time. Would highly recommend."

Kathy I on June 2024

Our company strives for perfection regardless of the size of the job. The satisfaction of our customers is our main priority.

"Above and beyond! Great communication. Project came in at cost given and completed on time. Would highly recommend."

Kathy I on June 2024


Avatar for D & S Partners Construction
D & S Partners Construction
156 Salisbury Street
5.00(
36
)
Approved Pro
D & S Partners Construction
156 Salisbury Street
5.00(
36
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
569 local quotes requested

DS Partners Constructlon prides itself in delivering good quality work, excellent workmanship, timely delivery and attention to detail. Our goal is to ensure that we can deliver the vision you have for your project and that our company will remain your choice as the remodel company for future projects.

"Full renovation of the apartment including Kitchen and Bathroom was done by Michael Rocha. He and his co-worker did a great job and project was done on time. It took them 9 days fully to renovate Kitchen. New appliances, cabinets, flooring, and electrical work was done. We had to open kitchen entrance door wider so that large fridge can be placed inside. Michael gave us very unique ideas of placing white LED lights under Kitchen cabinets. They did a very good painting job. The bathroom was fully renovated within 7 days. Everything was installed brand new, including large bathtubs, 12 very bright LED lights, including one on top of the bathtub. Lighting was distributed with three different switches to control it at a different part of the bathroom. All the wall of the bathroom and flooring they install large white tiles. They also installed two large mirror cabinets, toilet, vanity cabinets, Granite countertop and new sink. Every day they used to clean the area before leaving and at the end of the project they cleaned whole are cleaned and beautiful. I will highly recommend Michael to anyone who would like to hire for their project."

Mukhtar C on October 2018

DS Partners Constructlon prides itself in delivering good quality work, excellent workmanship, timely delivery and attention to detail. Our goal is to ensure that we can deliver the vision you have for your project and that our company will remain your choice as the remodel company for future projects.

"Full renovation of the apartment including Kitchen and Bathroom was done by Michael Rocha. He and his co-worker did a great job and project was done on time. It took them 9 days fully to renovate Kitchen. New appliances, cabinets, flooring, and electrical work was done. We had to open kitchen entrance door wider so that large fridge can be placed inside. Michael gave us very unique ideas of placing white LED lights under Kitchen cabinets. They did a very good painting job. The bathroom was fully renovated within 7 days. Everything was installed brand new, including large bathtubs, 12 very bright LED lights, including one on top of the bathtub. Lighting was distributed with three different switches to control it at a different part of the bathroom. All the wall of the bathroom and flooring they install large white tiles. They also installed two large mirror cabinets, toilet, vanity cabinets, Granite countertop and new sink. Every day they used to clean the area before leaving and at the end of the project they cleaned whole are cleaned and beautiful. I will highly recommend Michael to anyone who would like to hire for their project."

Mukhtar C on October 2018


Avatar for LANCASTER HOME REMODELING
LANCASTER HOME REMODELING
Natick
4.85(
55
)
Approved Pro
LANCASTER HOME REMODELING
Natick
4.85(
55
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
198 local quotes requested

Lancaster Home Remodeling specializes In Residential Remodeling and Additions. Whether you are remodeling One Room Or Your Whole House, we are committed to Providing Excellent Service and Fine Craftsmanship To Each Of Our Clients. At this time, we are booking projects for Summer/Fall 2024.

"John and Kim were a pleasure to work with. They communicated well and were very responsive whenever I had questions, both before and during my project. The quality of John’s work was excellent and his dedication to getting the job done as quickly as possible, even in the face of some very cold weather, was impressive."

Charlotte B on January 2025

Lancaster Home Remodeling specializes In Residential Remodeling and Additions. Whether you are remodeling One Room Or Your Whole House, we are committed to Providing Excellent Service and Fine Craftsmanship To Each Of Our Clients. At this time, we are booking projects for Summer/Fall 2024.

"John and Kim were a pleasure to work with. They communicated well and were very responsive whenever I had questions, both before and during my project. The quality of John’s work was excellent and his dedication to getting the job done as quickly as possible, even in the face of some very cold weather, was impressive."

Charlotte B on January 2025

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Guest house building services FAQs

In terms of construction, a log home and a stick‑built house often cost about the same. For example, a 1,500‑square‑foot cabin runs roughly $187,500 to $262,500. The price differences come from design choices and labor. Quality logs, complex rooflines, and specialty finishes add up, while a simple plan using local materials keeps costs close to those of a conventional build. Understanding these variables helps you decide whether a log structure meets both your style and budget.

Modern prefab kits streamline the build, but the upgraded finishes and design features mean they sit at the upper end of cabin pricing. You’re paying for precision cuts, insulated panels, and shorter build times, all of which raise the per‑square‑foot cost. While kits can still save on labor, expect the total price to fall within the higher range compared to a basic shell, especially if you choose premium add-ons or request design tweaks.

In many markets, building is the more budget‑friendly option. Purchasing a finished cabin means paying for someone else’s upgrades, profit margin, and often a prime‑location markup. When you build, you control the site, layout, and materials, allowing you to adjust costs as needed. Owners also tend to see a more substantial return on investment (ROI) at resale, particularly when the cabin is situated on ample land. Be sure to factor in land, permits, and any unexpected site work costs before making a decision.

The timeline for building a cabin depends on the design and site conditions. A prefab kit assembled on a prepared lot can be ready in a few weeks. A custom build on raw land—with clearing, utilities, and bespoke details—usually runs eight to nine months. Weather, material lead times, and permit approvals can extend the schedule, so budget for extra time when planning. Working with an experienced builder who lines up subcontractors early helps keep the project on track.

As cabins grow, the per‑square‑foot rate often stays steady, but the overall bill rises quickly. A compact footprint still needs a foundation, roof, and systems, so smaller cabins can feel more expensive per square foot than larger builds. Larger cabins, meanwhile, consume far more material, so even at $125 to $175 per square foot, the total cost rises quickly. Pinpoint your must‑have square footage before signing off on final plans.

Log cabins require more maintenance than conventional houses. Expect to inspect the exterior annually, clean and reseal it every three to five years, and address moisture issues promptly. The payoff for that extra care is longevity and character, but if you skip routine maintenance, small problems—like sun‑bleached logs or minor leaks—can turn into costly repairs. Budget both time and money for preservation to keep the cabin looking sharp and structurally sound.

The homeowners guide to guest house building services
From average costs to expert advice, get all the answers you need to get your job done.
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