Search Your Destination Now!

Winthrop Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 15 Rentals

  • Walk to TownBeach or kayak from backyard to Lake Annabessacook. Walk downtown
    From $218 per night (USD)

    VRBO

    Walk to TownBeach or kayak from backyard to Lake Annabessacook. Walk downtown

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the beautiful Lakes Region of central Maine! This charming 1900's home is on a quiet street, walking distance to L ...

    From $218 per night (USD)

    VRBO

    Details
  • Pet friendly, Family Homestead 1 hr from the coast!
    From $624 per night (USD)

    Expedia

    Pet friendly, Family Homestead 1 hr from the coast!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    Beautiful and spacious historic home that is perfect for your family and friends. Large kitchen and dining area that has ...

    From $624 per night (USD)

    Expedia

    Details
  • Lakefront Cottage - sleeps 6 - 2 baths
    From $350 per night (USD)

    VRBO

    Lakefront Cottage - sleeps 6 - 2 baths

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Only 2.5 hours from Boston is your opportunity to stay in a charming lake cottage on Maranacook Lake. Escape to Maine wi ...

    From $350 per night (USD)

    VRBO

    Details
  • ANNABESSACOOK WATERFRONT WITH DOCK
    From $318 per night (USD)

    VRBO

    ANNABESSACOOK WATERFRONT WITH DOCK

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    OCCUPANCY- LIMIT 8 - Waterfront on Annabessacook Lake in Winthrop. This 3-bedroom 1.5 bath is located just steps away f ...

    From $318 per night (USD)

    VRBO

    Details
  • Spacious Apartment in Downtown Winthrop
    From $65 per night (USD)

    VRBO

    Spacious Apartment in Downtown Winthrop

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy the Winthrop Lakes Region from this spacious 1 bedroom loft apartment on Metcalf Rd. Just a short walk from downto ...

    From $65 per night (USD)

    VRBO

    Details
  • Maranacook Lake Front Cozy Cottage
    From $180 per night (USD)

    VRBO

    Maranacook Lake Front Cozy Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax, unwind, and enjoy the beauty of one of Maine's most sought-after vacation stays on Maranacook Lake. This comfy co ...

    From $180 per night (USD)

    VRBO

    Details
  • Peaceful Fisherman's Paradise w\/ Deck + Fire Pit!
    From $152 per night (USD)

    VRBO

    Peaceful Fisherman's Paradise w\/ Deck + Fire Pit!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Dust off your fishing pole and head to this Winthrop vacation rental for a relaxing getaway with your nature-loving frie ...

    From $152 per night (USD)

    VRBO

    Details
  • Better than a Hotel or Motel room. This lakefront studio is in a great location.
    Click For Pricing

    Expedia

    Better than a Hotel or Motel room. This lakefront studio is in a great location.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This rental will surprise you with how comfortable the living space is. But what is really special is that you will have ...

    Click For Pricing

    Expedia

    Details
  • Life on the Lake with Private Dock & Fire Pit!
    From $232 per night (USD)

    VRBO

    Life on the Lake with Private Dock & Fire Pit!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Steal a sweet summer escape to the lake with this Winthrop vacation rental! The family-friendly abode comes equipped wit ...

    From $232 per night (USD)

    VRBO

    Details
  • Family Cottage On Maranacook Lake  W\/ WIFI
    From $200 per night (USD)

    VRBO

    Family Cottage On Maranacook Lake W\/ WIFI

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This beautiful family Cottage on 200' private waterfront on Maranacook Lake with great views of the lake. Our cottage is ...

    From $200 per night (USD)

    VRBO

    Details
  •  Family friendly, 2-Bedroom cottage with lakeview
    From $155 per night (USD)

    VRBO

    Family friendly, 2-Bedroom cottage with lakeview

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy your stay at The Coop, a brand new family-friendly, 2-bedroom cozy, modern cottage packed with amenities, nestled ...

    From $155 per night (USD)

    VRBO

    Details
  • Cozy cottage in the Winthrop Lakes Area
    From $130 per night (USD)

    Expedia

    Cozy cottage in the Winthrop Lakes Area

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Kick back and relax in this calm, stylish space. Less than 15 minutes to Augusta, and an hour from Portland! Close to ma ...

    From $130 per night (USD)

    Expedia

    Details
  • Lakefront with everything a summer vacation in Maine should be.
    Click For Pricing

    VRBO

    Lakefront with everything a summer vacation in Maine should be.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Try to imagine waking up every morning and going to bed with the sun glimmering across the lake. A full moon that refle ...

    Click For Pricing

    VRBO

    Details
  • Lakefront Cottage on beautiful Lake Maranacook in Winthrop, ME.
    From $400 per night (USD)

    VRBO

    Lakefront Cottage on beautiful Lake Maranacook in Winthrop, ME.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Recently renovated quaint lakefront cottage, located on Lake Maranacook. Beautiful private setting, steps to the lake. ...

    From $400 per night (USD)

    VRBO

    Details
  • Fall colors at a Maine Lakefront cottage. Watch the beautiful change of seasons
    Click For Pricing

    VRBO

    Fall colors at a Maine Lakefront cottage. Watch the beautiful change of seasons

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    2

    Quite, private and directly facing the lake. Waking in the morning as sun rise across the lake and watching the sun se ...

    Click For Pricing

    VRBO

    Details