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Holiday Homes in Oakland

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Holiday Homes in Oakland

Sister A-Frame in Woods B
Exterior

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (6)
"Great stay. Would stay here again if in the area."
The price is NZ$394
includes taxes & fees
15 Oct - 16 Oct
Sister A-Frame in Woods B
Discover Oakland charm near Colby College 10 min
Fridge, microwave, oven, stovetop

Discover Oakland charm near Colby College 10 min

2.0 star property
10.0 out of 10, Exceptional, (4)
"New, clean and had everything we needed. "
The price is NZ$465
includes taxes & fees
14 Oct - 15 Oct
Discover Oakland charm near Colby College 10 min
Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen
Exterior

Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen

10.0 out of 10, Exceptional, (7)
"Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! "
The price is NZ$533
includes taxes & fees
5 Oct - 6 Oct
Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen
Cozy Cottage on water's edge of Lake Cobbosseecontee
Property grounds

Cozy Cottage on water's edge of Lake Cobbosseecontee

8.8 out of 10, Excellent, (16)
"Perfect old fashion Maine cottage! Great sunsets!"
The price is NZ$543
includes taxes & fees
5 Oct - 6 Oct
Cozy Cottage on water's edge of Lake Cobbosseecontee
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Exterior detail

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

10.0 out of 10, Exceptional, (2)
"The property was very clean & in a quiet area. Very comfortable & inviting."
The price is NZ$260
includes taxes & fees
5 Oct - 6 Oct
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
The Maine Experience: Where expansive nature meets modern comfort...
Property grounds

The Maine Experience: Where expansive nature meets modern comfort...

10.0 out of 10, Exceptional, (1)
"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"
The price is NZ$630
includes taxes & fees
14 Oct - 15 Oct
The Maine Experience: Where expansive nature meets modern comfort...
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Interior

Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly

10.0 out of 10, Exceptional, (3)
"Great spot on the lake! The house was super clean, beds were very comfortable, kitchen was well stocked and had everything we needed while we were there. The neighbor's house is really close to the property along the shared beach, and while it was never an issue for us, you may hear the neighbors as they come and go from their house. Overall a fantastic stay."
The price is NZ$681
includes taxes & fees
7 Oct - 8 Oct
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Lakefront, Stunning Home only 30 min to Sugarloaf!
Interior

Lakefront, Stunning Home only 30 min to Sugarloaf!

10.0 out of 10, Exceptional, (36)
"The house was very comfortable. Grass and lake well maintained. Plenty of towels and the whirlpool bath was very a nice bonus. Kayaks were fun. "
Lakefront, Stunning Home only 30 min to Sugarloaf!
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Terrace/patio

Charming Lakefront Home: Big Porches, Kayaks & Room to Gather

9.6 out of 10, Exceptional, (4)
"Wonderful stay! This is the third year in a row our group of "mature" fishermen have stayed at this lake. This was by far the best place we stayed at. Views and setting are all that we could ask for. We'll be back again."
The price is NZ$1,228
includes taxes & fees
3 Nov - 4 Nov
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
A soul soothing escape. Artistically built and lovingly maintained.
Exterior

A soul soothing escape. Artistically built and lovingly maintained.

10.0 out of 10, Exceptional, (29)
"We loved the property. The Views are great and it is very comfortable and quiet. I would highly recommend staying here."
A soul soothing escape. Artistically built and lovingly maintained.
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Smart TV, books

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

The price is NZ$688
includes taxes & fees
3 Nov - 4 Nov
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 Oakland Hotel Reviews

Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

10/10 Excellent
"Very helpful staff and a wonderful breakfast included."
Pat 2-night trip
Posted 3 days ago
Best Western Plus Waterville Grand Hotel

Find out more about Oakland

Find out more about Oakland

Oakland Holiday Homes information

Number of reviews
13,072
Accommodation
127 Holiday Homes
Lowest Price
NZ$185
Highest Price
NZ$409

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