Book Holiday Homes in Dexter

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Featured Holiday Homes in Dexter

Lakeside camp with private beach, dock and so much more!

Lakeside camp with private beach, dock and so much more!

Dover-Foxcroft
With a stay at this vacation home in Dover-Foxcroft, you'll be on a lake, just steps from Sebec Lake and a 3-minute drive from Pleasant River.
Lakeside camp with private beach, dock and so much more!
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

Sangerville
Located in Sangerville, this vacation home is in a rural location, within a 15-minute drive of Lake Wassookeag and Lowe's Covered Bridge.
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
Charming, lakefront dog-friendly home with a firepit, dock, & fast WiFi

Charming, lakefront dog-friendly home with a firepit, dock, & fast WiFi

Monson
Located in Monson, this vacation home is on the waterfront, within a 15-minute drive of Lake Hebron and Abbot Evangelical Free Church.
Charming, lakefront dog-friendly home with a firepit, dock, & fast WiFi
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Enchanting dog-friendly cottage with full kitchen, fast WiFi, & nearby creek

Enchanting dog-friendly cottage with full kitchen, fast WiFi, & nearby creek

Dover-Foxcroft
A stay at this vacation home places you in the heart of Dover-Foxcroft, a 1-minute drive from Sebec Lake and 6 minutes from Peaks-Kenny State Park.
Enchanting dog-friendly cottage with full kitchen, fast WiFi, & nearby creek
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Madison
Located in Madison, this vacation home is on a lake, a 4-minute drive from Inland Hospital and 8 minutes from Skowhegan State Fairgrounds.
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach
Four Season House - Lake Frontage with Kayaks & Dock

Four Season House - Lake Frontage with Kayaks & Dock

Sebec
Located in Sebec, this vacation home is on the waterfront, a 1-minute drive from Sebec Lake and 9 minutes from Pleasant River.
Four Season House - Lake Frontage with Kayaks & Dock
Stunning Monson Getaway on the Water!

Stunning Monson Getaway on the Water!

Monson
When you stay at this vacation home in Monson, you'll be on the waterfront and 6 minutes by car from Lake Hebron.
Stunning Monson Getaway on the Water!
Waterfront Lakehouse

Waterfront Lakehouse

Stetson
With a stay at this vacation home in Stetson, you'll be on the waterfront, and 25.8 mi (41.4 km) from Cross Insurance Center and 9.4 mi (15.1 km) from Sebasticook ...
Waterfront Lakehouse
Two Home Retreat Meant for Big Family Memories

Two Home Retreat Meant for Big Family Memories

Parkman
Located in Guilford, this vacation home is on the waterfront, within a 15-minute drive of Lowe's Covered Bridge and Abbot Evangelical Free Church.
Two Home Retreat Meant for Big Family Memories
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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.

Dexter Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dexter vacation homes are the perfect way for you to wing it.

Holiday houses in Dexter let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dexter in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dexter adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dexter with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dexter vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Dexter Holiday Homes essential information

Accommodation
40 Holiday Homes
Lowest Price
AU$200
Highest Price
AU$279
Popular accommodation
Lakeside camp with private beach, dock and so much more!, Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard, Charming, lakefront dog-friendly home with a firepit, dock, & fast WiFi, Enchanting dog-friendly cottage with full kitchen, fast WiFi, & nearby creek, Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach, Four Season House - Lake Frontage with Kayaks & Dock, Stunning Monson Getaway on the Water!, Waterfront Lakehouse, Two Home Retreat Meant for Big Family Memories

Top trending hotels in Dexter

Taylor Edes Inn

Taylor Edes Inn

3 out of 5
20 High Street, Dexter, ME
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 25 Nov to 26 Nov
AU$200
includes taxes & fees
25 Nov - 26 Nov
Located in Dexter, Taylor Edes Inn is within a 15-minute drive of Lake Wassookeag and Sebasticook Lake.
Taylor Edes Inn
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly

Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly

Dexter
When you stay at this cabin in Dexter, you'll be on the waterfront and steps from Lake Wassookeag.
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

Dexter
When you stay at this cabin in Dexter, you'll be 14 minutes by foot from Lake Wassookeag.
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
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Brewster Inn

Brewster Inn

3.5 out of 5
37 Zions Hill Road, Dexter, ME
Fully refundableReserve now, pay when you stay
The price is AU$279 per night from 24 Nov to 25 Nov
AU$279
includes taxes & fees
24 Nov - 25 Nov
With a stay at Brewster Inn in Dexter, you'll be 13.8 mi (22.3 km) from Lowe's Covered Bridge and 19.4 mi (31.3 km) from Peaks-Kenny State Park.
Brewster Inn
Don't see what you're looking for?
See all available properties in Dexter
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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.

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^Subject to availability and chosen travel dates.