Dexter Holiday Rentals

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Holiday Rentals in Dexter

Family, Friends and Fun for all

2.0 star property
10.0 out of 10, Exceptional, (2)
"We booked this location for our workers for the 2025 Master Amateur Invitational due to its proximity to the event grounds. The place was amazing and perfect for this event. The staff and the hosts were very responsive and accommodating to all our needs. I would recommend this place to anyone staying in the Pittsfield, ME area."
The price is AU$603
includes taxes & fees
28 July - 29 July
Family, Friends and Fun for all

The Isobel Room - Full Bed - The Guilford Bed & Breakfast

The price is AU$563
includes taxes & fees
6 Aug - 7 Aug
The Isobel Room - Full Bed - The Guilford Bed & Breakfast

The Cummings Room - Queen Bed - The Guilford Bed & Breakfast

The price is AU$619
includes taxes & fees
6 Aug - 7 Aug
The Cummings Room - Queen Bed - The Guilford Bed & Breakfast

The Rose Room - Queen Bed - The Guilford Bed & Breakfast

The price is AU$619
includes taxes & fees
28 July - 29 July
The Rose Room - Queen Bed - The Guilford Bed & Breakfast

Brewery Farm Retreat : Dickinson

8.0 out of 10, Very good, (1)
The price is AU$502
includes taxes & fees
26 July - 27 July
Brewery Farm Retreat : Dickinson

Brewery Farm Retreat : Hawthorne

The price is AU$502
includes taxes & fees
24 July - 25 July
Brewery Farm Retreat : Hawthorne

Brewery Farm Retreat : Thoreau

The price is AU$558
includes taxes & fees
26 July - 27 July
Brewery Farm Retreat : Thoreau

Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan

The price is AU$277
includes taxes & fees
27 July - 28 July
Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

The price is AU$543
includes taxes & fees
4 Aug - 5 Aug
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
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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Top Dexter Hotel Reviews

Frequently asked questions

Are there holiday rentals in Dexter?

Yes, there are holiday rentals close to the most popular sights in Dexter, or you can select a more secluded option if you're looking for a relaxing stay. Dexter is known for its shopping and gardens. Make sure you have time to check out the entertainment choices and restaurants during your trip.

What are some of the best holiday rentals that Dexter has to offer?

Four Season House - Lake Frontage with Kayaks & Dock: This holiday home rental outside of Dexter is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Dexter?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Dexter stay.

What’s there to see and do in Dexter?

While exploring the area, visit family-friendly sights like Piscatiquis County Ice Arena, or get outside and enjoy nature at Lake Wassookeag. In the wider area, you’ll find Lowe's Covered Bridge and Sebasticook Lake.

What’s a holiday rental in Dexter like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dexter. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.