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New England Vacation Rentals

1 - 42 of 341 rentals
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The Looks Pond Garden House - West Tisbury, MA Vacation Rental
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Bridges 25 - Warren, VT Vacation Rental

Bridges 25

Warren, VT
2 Bed 1 Bath Sleeps 4
230 240 220 220 220 165 165 250 250 165 165 165 165 165 250 250 175
Nubble  Light Beach House - York, ME Vacation Rental

Nubble Light Beach House

York, ME
5 Bed 2.5 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Pedra - Ludlow, VT Vacation Rental

Pedra

Ludlow, VT
5 Bed 4.5 Bath Sleeps 10
- - - - 320 340 340 795 795 340 340 340 340 340 795 795 355
Ahmeek Chalets #3 & 4 - West Dover, VT Vacation Rental

Ahmeek Chalets #3 & 4

West Dover, VT
6 Bed 4.5 Bath Sleeps 24
- - - 290 295 320 - - - 320 320 - - - - - 375
Peg's Pond House - Trevett, ME Vacation Rental

Peg's Pond House

Trevett, ME
3 Bed 2 Bath Sleeps 7
135 140 115 115 115 115 115 150 150 115 115 115 115 115 150 150 120
Seventh Heaven  - Vineyard Haven, MA Vacation Rental

Seventh Heaven

Vineyard Haven, MA
4 Bed 2 Bath Sleeps 9
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Ahmeek Chalets #1 & 2 - West Dover, VT Vacation Rental

Ahmeek Chalets #1 & 2

West Dover, VT
6 Bed 3 Bath Sleeps 12
- - 195 230 230 325 325 715 715 325 325 325 325 325 715 715 345
Bright Grove - Oak Bluffs, MA Vacation Rental

Bright Grove

Oak Bluffs, MA
3 Bed 2 Bath Sleeps 6
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Ahmeek Chalet Collection - West Dover, VT Vacation Rental

Ahmeek Chalet Collection

West Dover, VT
20 Bed 13.5 Bath Sleeps 64
- - - - - - - - - 920 920 - - - - - 970
The Woods: Townhouse-E5 - Killington, VT Vacation Rental

The Woods: Townhouse-E5

Killington, VT
3 Bed 3.5 Bath Sleeps 8
- - 290 295 295 290 - - - 320 340 340 340 340 485 485 355
Sunrise: Cambridge-204 - Killington, VT Vacation Rental

Sunrise: Cambridge-204

Killington, VT
1 Bed 1.5 Bath Sleeps 4
- - - - - - - - - 135 140 140 140 135 - - 160
Ahmeek Chalet #1 - West Dover, VT Vacation Rental

Ahmeek Chalet #1

West Dover, VT
3 Bed 1 Bath Sleeps 6
- 395 130 130 130 185 185 395 395 185 185 185 185 185 395 395 195
Nature's Pocket  - Vineyard Haven, MA Vacation Rental

Nature's Pocket

Vineyard Haven, MA
3 Bed 3 Bath Sleeps 6
295 315 280 280 280 280 280 335 335 280 280 280 280 280 335 335 295
Vantage Point #41 - Stratton, VT Vacation Rental

Vantage Point #41

Stratton, VT
2 Bed 2 Bath Sleeps 5
- - 195 195 195 195 195 - - 195 195 195 195 - - 330 250
South End Retreat - Boston, MA Vacation Rental

South End Retreat

Boston, MA
0 Bed 1 Bath Sleeps 3
115 125 99 99 99 99 99 145 145 99 99 99 99 99 125 - -
Midcoast Serenity - Waldoboro, ME Vacation Rental

Midcoast Serenity

Waldoboro, ME
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
York Family Retreat - York, ME Vacation Rental

York Family Retreat

York, ME
8 Bed 4 Bath Sleeps 20
260 275 215 225 225 265 255 - - 255 265 265 265 265 350 350 280
Couple's Paradise by the Sea - Chatham, MA Vacation Rental
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The View at Songo Pond - Bethel, ME Vacation Rental

The View at Songo Pond

Bethel, ME
2 Bed 1 Bath Sleeps 8
- 155 140 - - - 99 - - 130 135 135 135 135 195 195 145
The 1909 Cottage - Boothbay Harbor, ME Vacation Rental

The 1909 Cottage

Boothbay Harbor, ME
7 Bed 1.5 Bath Sleeps 14
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Mountain Ridge - Killington, VT Vacation Rental

Mountain Ridge

Killington, VT
3 Bed 3 Bath Sleeps 8
- - 295 325 325 340 340 555 555 340 340 325 - - - - -
Easy Living  - Plymouth, VT Vacation Rental

Easy Living

Plymouth, VT
4 Bed 2 Bath Sleeps 9
- - 330 345 345 355 355 595 595 355 355 355 355 355 595 595 375
The Mountain Road Estate - York, ME Vacation Rental

The Mountain Road Estate

York, ME
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Pearl Bay Retreat - Grand Isle, VT Vacation Rental

Pearl Bay Retreat

Grand Isle, VT
3 Bed 3 Bath Sleeps 8 (6 Adults Max)
- - - 155 160 160 160 195 195 160 160 160 160 160 195 195 170
Okemo Trailside 21A - Ludlow, VT Vacation Rental

Okemo Trailside 21A

Ludlow, VT
4 Bed 3 Bath Sleeps 10
- 765 370 370 370 370 370 725 725 370 370 370 370 370 725 725 395
Historical York Ocean View Retreat - York, ME Vacation Rental

Historical York Ocean View Retreat

York, ME
5 Bed 1.5 Bath Sleeps 10
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Carlyle Penthouse - Boston, MA Vacation Rental

Carlyle Penthouse

Boston, MA
1 Bed 1 Bath Sleeps 4
120 125 99 99 99 99 99 155 155 99 99 99 99 99 155 145 -
Archstone Modernity - Boston, MA Vacation Rental

Archstone Modernity

Boston, MA
1 Bed 1 Bath Sleeps 4
- 140 99 99 99 99 99 - - - 99 99 99 99 - - 99
Top Ridge: 34B - Killington, VT Vacation Rental

Top Ridge: 34B

Killington, VT
4 Bed 4 Bath Sleeps 10
- - 495 525 525 525 495 - - 555 585 585 585 585 835 835 620
Grand Avenue Escape - Old Orchard Beach, ME Vacation Rental
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Harpswell Bay House - Harpswell, ME Vacation Rental

Harpswell Bay House

Harpswell, ME
3 Bed 1 Bath Sleeps 6
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The Place to be... - Provincetown, MA Vacation Rental

The Place to be...

Provincetown, MA
2 Bed 1 Bath Sleeps 5
130 135 99 99 99 99 99 - - 99 99 99 99 99 160 160 115
Woodward's Bungalow - Ludlow, VT Vacation Rental

Woodward's Bungalow

Ludlow, VT
3 Bed 3 Bath Sleeps 8
495 530 295 295 295 295 295 435 435 295 295 295 295 295 435 435 295
The Dunegrass Cottage - Old Orchard Beach, ME Vacation Rental
- - - - 115 - - - - - - - - - - - -
Pleasant Street 43 - Ludlow, VT Vacation Rental

Pleasant Street 43

Ludlow, VT
4 Bed 2 Bath Sleeps 11
395 425 325 325 325 270 270 450 450 270 270 270 270 270 450 450 285
Sunshine Cottage - East Boothbay, ME Vacation Rental

Sunshine Cottage

East Boothbay, ME
2 Bed 2.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Winterplace G101 - Ludlow, VT Vacation Rental

Winterplace G101

Ludlow, VT
2 Bed 2 Bath Sleeps 8
- 470 295 295 295 295 - - - 265 280 280 265 - - - 295
Brookhaven B6 - Ludlow, VT Vacation Rental

Brookhaven B6

Ludlow, VT
3 Bed 2 Bath Sleeps 6
- 445 285 285 285 285 285 430 430 285 285 285 285 285 430 430 295
Jamaica Vermont  - Jamaica, VT Vacation Rental

Jamaica Vermont

Jamaica, VT
2 Bed 2 Bath Sleeps 6
- - - - 90 125 - - - - - 135 145 145 235 235 150
Harwich Port Perfection - Harwich, MA Vacation Rental

Harwich Port Perfection

Harwich, MA
3 Bed 2.5 Bath Sleeps 8
- 115 99 99 99 99 99 150 150 99 99 99 99 99 150 150 115
Breakwater House - Rockport, MA Vacation Rental

Breakwater House

Rockport, MA
3 Bed 3 Bath Sleeps 8 (6 Adults Max)
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Page 1 of 9

About New England

New England rated 4.7 out of 5 based on 2067 reviews New england,
Brimming with history and culture, New England is one of the most visited regions in the United States...and with good reason! From snow-capped mountains to sandy beaches, from bustling metropolises to quaint small towns, from Revolutionary War battlegrounds to well-preserved colonial buildings, New England is a veritable treasure trove of sites and experiences you won't soon forget. Our New England vacation rentals ensure your stay in America's birthplace will be a memorable one.

New England History and Present Day

Encompassing six states and nearly 72,000 square miles, New England has a unique and rich history. Home to Native Americans for hundreds of years, Europeans settled here after the Pilgrims landed in 1620. Independence from Britain was won after a hard-fought and bloody war. The region became a trade mecca, with whaling, shipbuilding, farming, and manufacturing gaining traction.

Today, the area is home to a diverse populace - it's the birthplace of Mark Twain, Harriet Beecher Stowe, and John F. Kennedy, after all - and topography. You'll find rivers, lakes, towering forests, and bucolic farmland abutting rocky coasts, sandy beaches, and green-tipped mountains. Head to one of our New England vacation rentals today to see for yourself why this is region is so lauded in film, book, and television.

Connecticut

The southernmost New England state, beautiful Connecticut is smack dab between Boston and New York...and you can only imagine how divided the state is on sports team lines! Despite a Boston-New York rivalry, the state has its own unique character, featuring bustling towns, an Ivy League university, and bucolic splendor. Tube down the Farmington River or kayak among the Thimble Islands. Head to Hartford for some art or Greenwich for some highfalutin experiences.

Coastal Fairfield boasts many a tiny town, from Greenwich to Stamford to New Canaan to Westport. You can shop for antiques or dine on a hearty repast at one of the many delicious restaurants. For a memorable evening, visit the Tony award-winning Westport Country Playhouse. Greater New Haven boasts Yale University and the lively coastal towns of Guilford and Madison. The latter includes Hammonasset Beach State Park, offering three beaches and a nature preserve.

The River Valley has the majestic Connecticut River as its focal point. You'll want to hit the capital of Hartford for the 19-room Mark Twain House & Museum and Wadsworth Atheneum Museum of Art. Gillette Castle State Park in Haddam offers a prime spot to admire the river on a warm summer's day.

The Litchfield Hills lure and delight due to their serene beauty. You'll find antique shops, historic homes, and art galleries galore. Mystic Country is home to lovely Mystic, made famous by a Julia Roberts film. You'll also find historic lighthouses and fishing villages that time forgot.

Maine

Boasting nearly 5,000 coastal islands, two disputed parcels of land, and a 31-foot-tall statue of Paul Bunyon, Maine is a can't-miss destination! Explore windswept beaches, dozens of historic lighthouses, and tiny resort towns across 230 square miles of scenic coastline.

The seaside town of Rockland is considered "the Lobster Capital of Maine" and plays host every August to the Maine Lobster Festival. Kennebunkport was once a shipbuilding hub, but is now most famous for the Bush Family Compound and beautiful beaches.

Portland is the state's largest city and features the Portland Observatory and the Wadsworth-Longfellow House, among other notable sites. Camden is picture perfect and hosts the National Toboggan Championships. Hikers head to scenic Bar Harbor and the 50-acre rugged and majestic Acadia National Park.

Lincoln County and the Boothbay Region on Maine's Mid-Coast offer coastal splendor and natural wonders galore, making it a summer playground for New Englanders since the 1800s. It's also home to the Coastal Maine Botanical Gardens.

Massachusetts

The cradle of modern American civilization, the scenic state of Massachusetts has a coast that spans nearly 200 miles, and inland lakes, streams, and mountains. The home of John F. Kennedy, Nathaniel Hawthorne, and Dr. Seuss, this state is one of the most visited in the entire region due to its rich cultural tapestry.

Boston is its largest city and features a myriad of historic sites, as well as award-winning restaurants and sporting venues. Tour the Freedom Trail, a 2.5-mile journey commemorating the American Revolution, admire the accomplishments of our 35th president at the John F. Kennedy Memorial Library, or take a walk to Beacon Hill to honor to our country's founding.

If you're looking to avoid the big city, explore beautiful Cape Cod, from gay-friendly Provincetown to tiny Nantucket and Martha's Vineyard to sleepy and quaint Eastham and Chatham. Find inspiration at Walden Pond State Reservation in Concord, home to Henry David Thoreau. Find yourself in Quincy, birthplace of two presidents, and stroll through the Adams National Historic Park. North Adams plays host to Mass MoCA every summer and Springfield is the birthplace of basketball and boast the Naismith Memorial Basketball Hall of Fame.

New Hampshire

The Granite State features towering mountains, lakes in abundance, and historic cities with a lively cultural feel. If you're coming from Boston, you'll be on stunning New Hampshire's small but scenic coast in one hour. Hampton Beach lures summer revelers every year! Portsmouth is considered one of the country's prettiest towns with Victorian homes, outdoor cafes, and cute boutiques. The Strawbery Banke Museum boasts 43 historic buildings recreating life from a simpler time.

Standing at nearly 6,300 feet, Mt. Washington is the highest peak in the entire northeast and is part of the majestic white mountains. Head to the top via the historic Cog Railway or stroll along Flume Gorge at the base of Mt. Liberty. You won't forget your hiking excursion here!

Loon Mountain and Cannon Mountain are a skier's mecca in the winter and boast ziplining and alpine slides in summer. The Great Woods boasts the 127-acre Dixville Notch State Park and its myriad of waterfalls. The Lakes Region shouldn't be missed just for gorgeous Lake Winnipesaukee alone, offering year-round entertainment for guests of all ages and interests! If those options aren't quite to your liking, there are 300 other lakes and ponds in the region as well.

Rhode Island

At only 48 miles long, Rhode Island is the smallest state in the union. Unlike its bustling neighbors to the north and south, little Rhody boasts a tranquil coast and bucolic small towns in which to get lost!

Newport is one of the most popular spots in the state due to its grand mansions from the Gilded Age. The Breakers, home to the Vanderbilts, is the most iconic of all. Providence is the largest city, with tree-lined streets and award-winning restaurants. Admire the American Impressionist art at the RISD (Rhode Island School of Design) Museum of Art.

Warwick includes historic Pawtuxet Village, one of New England’s oldest settlements, dating back to 1642. Tour art galleries and shops in Wickford, a 300-year-old village. You've probably seen the work of painter Gilbert Stuart a few times (his portrait of Washington is on the dollar bill), but you can tour his home in Saunderstown.

Vermont

Quiet Vermont is one of the smallest and oldest states in the Union. It is also one of the least populous, but it boasts plenty of beautiful towns and activities. Dubbed les verts monts (aka "the green mountains") by Frenchman Samuel Champlain, the state is truly green as far as the eye can see! Verdant hills give way to mountains and cascading waterfalls. The cozy state, which borders New Hampshire, Massachusetts, and New York, is the quintessential outdoor lover's mecca and offers many attractions for all ages.

Freedom and unity, the state motto, come to life in Vermont's historic cities. In the lovely capital of Montpelier, you can stroll through city parks on the banks of the winding Winooski River. Burlington is the state's largest city and boasts art galleries, performance spaces, and the Green Mountain Audubon Center, among other attractions. Waterbury is home to the Ben & Jerry's factory - there's nothing better than savoring your favorite vintage flavor or trying a new one on a hot summer's day!

The greenest state becomes the whitest state when winter descends. The mountain resort town of Killington is famous for a plethora of downhill options for skiers and snowboarders alike. Verdant and lush, the Lake Champlain Islands feel like a world away. From blink-and-you'd-miss-it South Hero to Isle de Motte and historic St. Anne's Shrine, you will truly feel as if you've stepped back in time during your time in this beautiful state.

Bustling metropolises, sandy Atlantic beaches, and lush green forests collide in beautiful New England. Whether you're hoping to explore some new cities or just get away from it all, head to one of our many New England vacation rentals to experience for yourself why this area is such a popular vacation destination!
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