Upper Valley Vacation Homes

Vacation Home in the Upper ValleyScroll down to discover the latest vacation homes for sale in the Upper Valley of Vermont and New Hampshire. Look through hundreds of listings to find your new home. To receive updates on this listing or your other favorite homes, you can sign up for our website.

Vacation homes in the Upper Valley region of New Hampshire and Vermont offer an ideal escape from everyday life. These homes are typically situated on sprawling green acres, providing ample outdoor space for activities like fishing, boating, skiing and hiking. Inside, vacation homes feature open floor plans, upgraded fixtures, energy efficient heating/cooling systems and top-of-the-line appliances. Homes often come with modern amenities such as spacious decks for outdoor living or large barns perfect for hobbies or livestock. With plenty of room to entertain family and friends both indoors and outdoors, these homes provide a cozy getaway that can be enjoyed all year round.

Upper Valley Vacation Homes for Sale

Contact Martha Diebold Real Estate or give us a call at 603.795.4816 if you are interested in touring one of the currently listed Upper Valley homes below or any other property.

11 Marsten Lane Enfield NH 03748

Enfield, NH11 Marsten Lane, Unit 30

Price$249,900

Est. Mortgage: $/month

MLS Number 4992304

  • Condo
  • Square Feet 850
  • Bedrooms 2
  • New Contruction Existing
  • Complex Lakeview

Lakeview Condominiums ~ you will feel like you are on vacation with these amenities: tennis courts, pickle ball, pool, walking trails, and access to Mascoma Lake shared sandy beach. Having two bedrooms, two baths, open-concept kitchen, dining, living sliders to your patio with a great view of the lake. A propane stove making it toasty on cold nights. Lakeview is pet friendly and an easy commute to the Upper Valley. Open house 4/27 1:00 to 3:00.

Listed by Bonnie Edge of Granite Northland Associates

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Catamount Road Enfield NH 03748

Enfield, NH7 Catamount Road

Price$325,000

Est. Mortgage: $/month

MLS Number 4991170

  • Residential Single Family
  • Village Eastman
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Contemporary 3-bedroom, 2-bath home situated in the heart of Eastman. Enjoy the wooded surroundings from a spacious deck. Mud room entry opens to a great room with cathedral ceiling, skylights and a wood stove. Primary bedroom suite on main level. Upper level with 2 more bedrooms and a loft area ideal for an office or den. Convenient first-floor laundry, too. A great year-round residence or vacation home. The Eastman Community has outstanding amenities to enjoy all the changing seasons of New Hampshire. Lake activities, golf, tennis, pickleball, cross-country ski trails, hiking and more! All this with easy access to I-89 and the Upper Valley, Dartmouth - Lake Sunapee Region.

Listed by Carol Shepherd of C.G. Shepherd Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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119 English Mills Way Woodstock VT 05091

Woodstock, VT119 English Mills Way

Price$1,450,000

Est. Mortgage: $/month

MLS Number 4991097

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,698

An expansive 5 bedroom home, in a private location, conveniently just a few minutes drive from Woodstock Village! Among often sought amenities are a ground floor primary bedroom suite with private bath, a dramatic great room with cathedral ceiling and wood burning fireplace, a generously sized lower level in-law/guest suite with kitchen, dining, living room and bedroom with bath, 3 additional upper level bedrooms with 2 full baths, a family room with an attractive soap stone wood burning stove, a bright kitchen with cherry cabinets and an attached 2 car garage. The well conceived design presents the practical opportunity for single level living utilizing the gracious ground floor bedroom suite. Alternatively, the 5 bedrooms, on 3 levels, can satisfy a whole gang! The lower level private suite could present comfortable accommodations for an in-residence caregiver. Outside, a large wrap around deck transitions to pleasant sunny lawn areas with perennial gardens. Within walking distance are Mt. Tom's hiking trails! The property benefits from owner's who have taken pride in maintaining their beloved home! An attractive home that benefits from a thoughtful interior design! Equally suited for use as a well located year round residence or to be the vacation home that can accommodate friends and family alike! Skiing at Suicide Six as well as all the well known Woodstock Village amenities of shopping, dining and cultural events are just minutes away! Truly a great Woodstock property!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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780 Roberts Road Royalton VT 05068

Royalton, VT780 Roberts Road

Price$649,000

Est. Mortgage: $/month

MLS Number 4990945

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,254

Remote Yet Convenient Log Cabin on 45.25 Acres - No Zoning Restrictions. Escape to your private retreat nestled on 45 acres of pristine land offering unparalleled privacy and endless possibilities. This picturesque property features a charming log cabin with a pole barn surrounded by tranquil forests and stunning natural beauty. Secluded yet conveniently accessible, offering the perfect blend of privacy and convenience. A cozy yet spacious log cabin, featuring 3 bedrooms, 2 baths and 45 acres of untouched land with diverse landscapes, including wooded areas, open fields, and potential building sites for your dream home or additional cabins.No zoning restrictions provide the freedom to explore various opportunities or simply enjoy the natural beauty of the land.Perfect for hiking, hunting, fishing, and exploring the great outdoors. Ideal for expansion , additional cabins, a dream home, glamping site, homesteading, investment opportunity with potential or as a vacation rental property. The possibilities are endless. 36x40 Pole barn on the property. with power. 21 Miles to Dartmouth Medical, 2.4 miles to Vermont Law School, 30 Min. to Killington Ski Resort. 22 miles to Lebanon.

Listed by Flex Realty Group and Kate Earley of Flex Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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49 Black Duck Spur Grantham NH 03753

MLS Number 4989821

  • Condo
  • Square Feet 1,248
  • Bedrooms 3
  • New Contruction Existing
  • Village Eastman

Come see this Eastman Condo! Free-standing condominium with 3 bedrooms and 2 baths. The great room features a vaulted ceiling, skylight, mini splits, an updated remote-controlled gas fireplace, and sliders open to deck. Kitchen with quartz countertops, stainless steel appliances, and soft-close doors and drawers. One bedroom on the main level and 2 bedrooms on the upper level. Convenient location offers an easy walk to South Cove Activity Center with fitness center and indoor pool, lake trails, and East Lake beach. A great year-round residence or vacation condo. The Eastman Community has outstanding amenities to enjoy all the changing seasons. Lake activities, golf, tennis, pickleball, cross-country ski trails, hiking and more! All this with easy access to I-89 and the Upper Valley, Dartmouth - Lake Sunapee Region.

Listed by Carol Shepherd of C.G. Shepherd Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 Niblick Lane Grantham NH 03753

Grantham, NH15 Niblick Lane

Price$450,000

Est. Mortgage: $/month

MLS Number 4987489

  • Condo
  • Square Feet 2,180
  • Bedrooms 3
  • New Contruction Existing
  • Village Eastman

Enjoy watching golf off your back deck. This 3 bedroom, 2.5 bath condo is nestled right in the landscape of the 15th Tee, Fairway and Green! Enjoy all that Eastman has to offer. Just steps away from the lake and all amenities. Near the front entrance and I-89 for easy access to the Upper Valley or Mt Sunapee. Close to Village shopping and dining. Perfect for vacationers and full time residents as well. This convenient condo will make you feel right at home!

Listed by DeeAnn Shepherd of Coldwell Banker LIFESTYLES - Grantham

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Slayton Terrace Woodstock VT 05091

Woodstock, VT25 Slayton Terrace

Price$945,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4987319

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,632

Beautifully and thoroughly renovated, this historic home offers the charm of an antique cape with the comforts of modern construction. From the new kitchen to the solar panels, from the character-grade hickory flooring to the hand-laid rock walls, from the rebuilt porches to the mini-splits, every component has been thoughtfully updated or replaced. Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace is just a quick stroll from downtown shops and restaurants, the Mt. Peg trailhead, and the Marsh Billings Rockefeller National Park. Three sunny bedrooms, generous common spaces, and a wide covered porch make this home comfortable for gatherings, convivial or cozy. The standing seam roof, the leased Tesla powerwall, and the dry, insulated basement make this home ideal as a worry-free primary residence or as an easy-keeping vacation property. For the buyer who values an outstanding village location and an impeccably updated home, this charming cape is not to be missed.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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811 Stewart Drive Groton VT 05046

Groton, VT811 Stewart Drive

Price$470,000

Est. Mortgage: $/month

MLS Number 4986171

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,300

Welcome to your newly built 2021 Timber Frame home, an off-grid sanctuary nestled on 75 acres of pristine land in a private country setting. The open-concept kitchen and living room adorned with cathedral ceilings, creates a spacious and inviting atmosphere. The timber frame construction adds a touch of rustic elegance as the windows allow natural light to flood the space, accentuating the stunning views of the Blue Mountains surrounding you. The wrap-around deck provides the perfect vantage point to soak in the beauty of your surroundings, whether you're enjoying your morning coffee, watching the sunset, or having a barbecue with family and friends. The home features two bedrooms and two bathrooms, providing comfort and privacy for you and your guest. The walk-out basement offers additional living space, including a laundry area and two bonus rooms. For those seeking off-grid living, this property is equipped with a generator, ensuring you have power even in this remote location. Additionally, the camper pad with hookup provides a convenient option for guests. Outside, the private drive ensures seclusion, while snowmobile trails nearby offer opportunities for outdoor fun in the winter months. Whether you're seeking a peaceful retreat, a year-round residence, or a vacation home, this timber frame beauty offers the perfect blend of comfort, convenience, and natural splendor. Sellers will give $10K toward buyers prepaids at closing. Selling "as is" mostly furnished.

Listed by Laurie Kirkpatrick and Annette Hartley-White of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2235 Benton Road Haverhill NH 03774

Haverhill, NH2235 Benton Road

Price$459,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4984338

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,668

Come take a look at this beautiful, newer construction, 2022 built, three bedroom, two bath home, in the quiet country setting. Nestled peacefully on 1.63 acres of land in the lovely town of Haverhill, NH. Just outside of the destination locations of Lincoln and Franconia, NH. Surrounded by many ski resorts, hiking trails, lakes, rivers, and ponds. ATV and snowmobile trails nearby, shopping, restaurants, and several local attractions less than 20 miles away. A fantastic rental history and wonderful online reviews. Would make a perfect second home and/or income producing vacation retreat. Or make this beautiful family home your primary residence in the highly desirable town of Haverhill. Enjoy the scenic views of the surrounding mountains, relax on the back deck in total privacy, snuggle up around the stone hearth propane fireplace in the open concept living/dining and kitchen with cathedral ceilings, Brazilian hardwood floors and gorgeous exposed wooden beams. Have some fun in the recreational family room in the finished, walkout basement, spend some quality time around the campfire and create your own private oasis in the comfort of the white mountains.

Listed by Jennifer Impey of Coldwell Banker LIFESTYLES- Littleton

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4761 Vt Route 12 Barnard VT 05031

Barnard, VT4761 Vt Route 12

Price$649,000

Est. Mortgage: $/month

MLS Number 4974615

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 896

This well crafted cottage was designed to serve as a comfortable guest house for the family and friends of a local builder known for quality workmanship and high standards. With a convenient location, in desirable Barnard, just minutes away are found year round recreation on Silver Lake, gourmet dining at the respected Barnard Inn, and shopping/casual meals at the Barnard General Store. A short drive brings all the numerous amenities of historic Woodstock Village! Truly a wonderful weekend destination! The interior of the cottage feels immediately welcoming! The advantages of a manageably sized small home are readily apparent. An open floor plan benefits from well placed windows with peaceful woodland views. Some features of note are beautiful wood flooring throughout, living room with brick hearth and attractive propane fueled cast iron stove, butcher block wood counters in the bright and practical kitchen space, a generously sized bedroom, a bonus room for use as home office or den, and a well situated bathroom. The front of the home benefits from a screened porch providing space for outside dining or casual sitting areas if the weather turns inclement. The rear of the home benefits from a large deck which could be the space for outside grilling and dining. A well built cottage, in a superior location! Equally suited for enjoyment as a beloved four season vacation retreat or for occupancy as a manageably sized small home for full time residency!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated April 23, 2024 1:08 AM EDT