Winter 2027 Seasonal Rentals

Winter 2026-2027 Seasonal Rentals

Updated on 4/15/2026

Winter Seasonal Information:

• Winter seasonal rentals cannot be held. A deposit equal to the first month’s rent is required to secure the property.
• The remaining balance for all months booked is due in full 30 days prior to your scheduled arrival date.
• All payments must be made by credit or debit card.
• Pricing reflects the full winter season (January, February, and March), with a few exceptions (see below).
• All listed prices include everything (plowing, heating, utilities, exit cleaning fee, and taxes).
• Linens and towels are not provided!
• Pet Fee: $100 (if applicable).
• A signed seasonal rental agreement is required.

Looking for longer than January-March? Reach out to our team for options!

23 Dolman – Amalaran – March Only! – $5,688

• 📍 23 Dolman Road, Rangeley
• 🚘 20 Minutes to Saddleback
• 🛌 3 Bed, 2 Bath
• 😴 Sleeps 8
• 🐾 Pet Friendly
• ❄️ Snowmobile Access

Rangeley Manor B – $12,143

• 📍 16 Mercer Circle, Rangeley
• 🚘 15 Minutes to Saddleback
• 🛌 2 Bed, 1 Bath
• 😴 Sleeps 6
• 🐾 Pet Friendly
• ❄️ Snowmobile Access

Digby’s Overlook – $11,103

• 📍 2219 Main Street, Rangeley
• 🚘 15 Minutes to Saddleback
• 🛌 2 Bed, 1 Bath
• 😴 Sleeps 6
• 🐾 Pet Friendly – 1 hypoallergenic dog less than 50 lbs
• ❄️ Snowmobile Access
• * No snowmobile trailer parking for more than 14 consecutive days in this association (small trailers only!)

Blue Spruce – $11,103

• 📍 11 Overlook Road, Rangeley
• 🚘 15 Minutes to Saddleback
• 🛌 3 Bed, 2.5 Bath
• 😴 Sleeps 8
• This vacation rental is currently for sale through our real estate agency. If the new owners decide not to rent, we will offer a comparable rental in place of this one or offer a full refund. While staying at the property, guests must be willing to allow a brief showing by a licensed real estate agent if one is requested. 

Lupine Lodge – $11,103

• 📍 34 South Cottage Road, Rangeley
• 🚘 20 Minutes to Saddleback
• 🛌 3 Bed, 1 Bath
• 😴 Sleeps 8
• 🐾 Pet Friendly
• ❄️ Snowmobile Access

Camp 17 – $18,036

• 📍779 Rumford Road, Oquossoc
• 🚘 25 Minutes to Saddleback
• 🛌 2 Bed, 1 Bath
• 😴 Sleeps 5
• 🐾 Pet Friendly
• ❄️ Snowmobile Access

Lodges #11 – $19,769

• 📍26 Whipwillow Farm Road – Unit 11, Rangeley
• 🚘 15 Minutes to Saddleback
• 🛌 4 Bed, 2 Bath
• 😴 Sleeps 8

Lodges #14– $19,769

• 📍26 Whipwillow Farm Road – Unit 14, Rangeley
• 🚘 15 Minutes to Saddleback
• 🛌 4 Bed, 2 Bath
• 😴 Sleeps 8

2916 Main Street – $21,611

• 📍 2916 Main Street, Rangeley
• 🚘 15 Minutes to Saddleback
• 🛌 6 Bed, 3 Bath
• 😴 Sleeps 12
• 🐾 Pet Friendly
• NO Snowmobiling!