Vacation rentals in Dexter

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Top-rated vacation rentals in Dexter

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Guest favorite

Home in Stetson

4.96 out of 5 average rating, 151 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Nov 23 – 30

G$53,906 GYD per night

Guest favorite

Cabin in Ripley

5.0 out of 5 average rating, 21 reviews

Enjoy and Relax Waterfront Ripley ME Cabin.

The sunset views are plentiful here at this cabin. This peaceful retreat is situated on Ripley Pond. It is a wonderful property with much to do, eg, swimming, fishing, reading, floating on the pond, or cooking in our newly outfitted kitchen. The property has a dock and there are four kayaks provided for your use. A boat launch is accessible down the street for you to bring your own water toys. There are many ATV trails for you to bring your four-wheeler. Parties and large gatherings not allowed.

Sep 8 – 15

G$58,323 GYD per night

Guest favorite

Tiny home in Atkinson

4.97 out of 5 average rating, 121 reviews

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

Oct 6 – 13

G$32,850 GYD per night

Guest favorite

Apartment in Pittsfield

4.88 out of 5 average rating, 42 reviews

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. A small sleeper sofa is available as well for additional sleeping space. Your getaway awaits! Nearby: Maine Central Institute (.1 mi) Sebasticook Valley Hospital (1.3 mi) Hartland ATV Trail (.2 mi) Newport (8 mi) Unity (14 mi) Skowhegan (22 mi) Waterville (23 mi)

Jun 11 – 18

G$22,992 GYD per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 104 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Dec 7 – 14

G$21,494 GYD per night

Guest favorite

Cabin in Milo

4.94 out of 5 average rating, 122 reviews

Maine Lodge & Cabin getaway

Muk-Bog Lodge is settled on 30 acres of Maine woods and surrounded by more than 100 acres of preserved Maine woodlands. Located on a private drive several hundred yards from the main roadway, this Lodge offers you privacy while still being within 10 minutes of downtown Milo. The Lodge also offers a 30x40 garage for storage or parking while renting. There is also a 12x14 mudroom at the entrance for more storage and a open 12x12 back deck overlooking the firepit and back lawn area.

Apr 12 – 19

G$26,462 GYD per night

Superhost

Barn in Dover-Foxcroft

4.92 out of 5 average rating, 193 reviews

Historic Maine Canoe Shop Near lake, hiking & A.T.

Over a 5-year renovation, we painstakingly converted this 120 year old Maine canoe shop into a luxe cabin experience! It has a loft with king tempurpedic bed and antique soaking tub overlooking the downstairs and out second story windows. Walk down the floating staircase to front and back doors opening up to beautiful grounds and large granite fire pit. Sink into the extra long vintage velvet sofa and watch TV, or dine under the stars outside! The YMCA indoor poos is next door.

Jan 22 – 29

G$33,750 GYD per night

Guest favorite

Home in Dexter

5.0 out of 5 average rating, 15 reviews

Rail Trail Retreat

Enjoy direct access to the Newport/Dover-Foxcroft Rail Trail from our backyard. Not a rider, enjoy the relaxing cottage feel of our home or venture less than a mile to our “Heart of Maine” small town. Enjoy shops, great eateries and quick lake access for those boaters at the public boat launch. With two bedrooms equipped with queen beds, we also offer extra space in the living room with a daybed & trundle. This home had a complete overhaul in 2022-2023 and is brand new!

Sep 14 – 21

G$29,090 GYD per night

Guest favorite

Apartment in Dexter

5.0 out of 5 average rating, 10 reviews

Relaxing apartment in Dexter

Comfortable new apartment above garage of private home. Year-round enjoyment of your snowmobile, ATV, snowshoeing, cross country skiing, biking or just walking with direct access to the Multi-Use Rail Trail. Take a short walk to the lake to enjoy fishing, swimming, kayaking or canoe ride. Bring your own or use ours. Life jackets are available. Picnic area with table, fire pit and chairs. Relax and enjoy the sunsets, here on Lake Wassookeag in Dexter, the Heart of Maine.

Dec 3 – 10

G$30,066 GYD per night

Guest favorite

Cabin in Sangerville

5.0 out of 5 average rating, 8 reviews

Hemlock Cabin and Big Hill Acres

The Hemlock Cabin is recently fully remodeled with full bathroom with clawfoot tub, queen sized bed and a well stocked kitchen. There are plenty of activities in the area, close by public boat ramps, hiking trails, great restaurants and breweries. Just 20 minutes from Sebec Lake and Peaks-Kenny State Park, 25 minutes to Monson and the southern terminus of the 100 mile wilderness on the AT. 35 minutes to Greenville and the Moosehead lake region.

Nov 8 – 15

G$29,450 GYD per night

Guest favorite

Cottage in Sebec

5.0 out of 5 average rating, 110 reviews

Cozy All-Season Cottage on Sebec Lake in Maine

My little red Lake Cottage is located on pristine Sebec Lake in Piscataquis County in the middle of Maine. Small and cozy with combined kitchen + dining room , 2 bedrooms, sitting room, bathroom and deck overlooking the lake. Enjoy the beautiful sunsets and lake wildlife - and it is only about 15 minutes from Dover-Foxcroft with various shops and quaint eateries. I am only 30 minutes away and will be available if you have any questions!

Mar 21 – 28

G$27,292 GYD per night

Superhost

Apartment in Dover-Foxcroft

4.84 out of 5 average rating, 37 reviews

In Town Loft/Apartment

Comfortable in town apartment located on the second floor of a professional building. It's a stand alone building with no other adjacent apartment units. Recently updated with a modern style, and conveniently located in the center of town, with walking proximity to 2 coffee houses/cafes, 2 restaurants/pubs, grocery store, bank, and theater. A perfect spot for a short visit to the area!

Sep 7 – 14

G$20,832 GYD per night