Winter Rentals

Browse all winter rentals available in Southern Maine below. /http://contact-us to schedule a showing or if you have any questions. Create an account to save your favorite winter rentals and to receive email notifications when similar rentals become available. 

York, ME 03902

Price$2,500

Est. Mortgage: $/month

Rented

Listing Number RLW-OMAL

  • Non-MLS Vacation Rentals
  • Bedrooms 5
  • Bathroom 4

Available: Winter Season 2018-2019 ALL UTILITIES AND PLOWING INCLUDED in this five bedroom ocean front home located on Shore Road in Cape Neddick, Maine for the winter rental season. Enjoy three season in New England while watching the mighty Atlantic as your backdrop. The home has a reverse set up - all but one bedroom are located on the first level. The master bedroom has a en suite bathroom and sliders to the patio.The upstairs is comprised of a large, open space - with great eat-in kitchen, dining area, and two lounging areas. Paying one check a month takes the guess work out of utility budgeting! A credit check ($25/pp), Security Deposit, First Month's Rent, departure cleaning fee of $300, and Renter's Insurance policy is required. A pet may be considered with additional pet deposit/agreement. *Linens are not included. A small apartment over the garage is rented separately.

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Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Great Winter Rental One Row in From Long Sands Beach

York, ME 03909

Price$2,500

Est. Mortgage: $/month

Listing Number RLW-VENE

  • Non-MLS Vacation Rentals
  • Bedrooms 5

Available September 1, 2018 - May 31, 2019 Just one row in from Long Sands Beach, this five bedroom, three bath rental will make a wonderful place to call home for this upcoming winter season. A bedroom with 3/4 bathroom, fireplaced living room, den, half bathroom, spacious eat-in kitchen and two dining areas are part of the accessible first floor, with plenty of space for each and every person to find a comfortable spot to relax. The upstairs includes four bedrooms and a full bathroom. Bonus attached garage and fenced-in yard - a pet may be negotiated with pet deposit/agreement. A tenant is responsible for heat (oil), gas, electricity, and plowing (small driveway). The cable and water is included. A credit check ($25/pp), first month's rent, security deposit, and renter's insurance is required.  

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Gorgeous Home Avail Now through July 31, 2019 (or end earlier) - Great Location!

York, ME 03909

Price$2,500

Est. Mortgage: $/month

Listing Number RLW-RING

  • Non-MLS Vacation Rentals
  • Bedrooms 3

Available Now through July 31, 2019 (can end earlier if needed) Beautiful three bedroom, two and half bath home located in a sought-after neighborhood in York, Maine, available now until July 31, 2019 (can end earlier if needed). This fully-furnished home is comprised of a two car garage with partially finished basement. The first floor has an open-feel concept with a living room including a gas fireplace, dining area, fully-equipped kitchen with granite counter top, den, mud room area and half bath. The second floor includes two bedrooms and a full bathroom, as well as a master bedroom with walk-in closet and en suite bathroom. Other features include a great yard, back deck (with grill connected to the gas tank), swing set, and close proximity to beaches, shops/restaurants, and I-95. A credit check ($25/pp), first month's rent, security deposit, and renter's insurance is required. A tenant is responsible for all utilities (solar thermal heating - house uses around 415 gallons of oil a year) and plowing (lawn/yard care and water/sewer is included in rent). No pets, no smoking please.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rita's Place - Winter Rental ALL UTILITIES INCLUDED!

York, ME 03909

Price$2,500

Est. Mortgage: $/month

Rented

Listing Number RLW-HOFF

  • Non-MLS Vacation Rentals
  • Bedrooms 5
  • Bathroom 4

Available October 1, 2018 - March 31, 2019 "Rita's Place", a spacious contemporary winter rental, just one row in from Long Sands Beach. This expansive home, with over 4,000 square feet of living space and fantastic ocean views from almost every room, includes a chef's kitchen with blue bahia granite countertops, custom trim, dishwasher, double oven, and gas cook top range. The first level also offers a living room with large TV, office space, and a ¾ bathroom with stacked washer/dryer. The second level is comprised of two bedrooms and another full bathroom, plus game room with pool table/TV/bar area. On the third floor resides the large master suite with TV, gas fireplace, and balcony, along with enormous master bath with tub and large, walk-in shower. Another full washer/dryer is found on this level, along with a full bathroom, a sitting room to relax, and two other bedrooms. No pets (non negotiable), no smoking. Rent is $2,500/month and includes everything. Garage is not usable. A credit check ($25/pp), Security Deposit ($2,500), First Month's Rent, and Renter's Insurance required. *Small apartment attached to home rented separately (separate entrance/driveway).  

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Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Gorgeous Stageneck Condo Avail for Ten Months

York, ME 03909

Price$2,500

Est. Mortgage: $/month

Rented

Listing Number RLW-BARTER

  • Non-MLS Vacation Rentals
  • Bedrooms 3

Available September 1, 2018 - June 30, 2019 Spend ten months in this beautiful three bedroom, four bath condo located at Stage Neck Condominiums in York Harbor, Maine starting September 1st! Enjoy four seasons in this fabulous, unfurnished condo with views of the active and ever-changing harbor. The first level includes a well-equipped kitchen with granite counter tops, propane cook top, center island with sink, dishwasher, and opens into the living and dining area with views straight out to the water from the deck. A recently added gas fireplace makes a nice addition to the cooler nights.   The second floor has recently been renovated to include a nice master suite, with built-ins, a great en suite bath with large walk-in closet, and additional harbor vistas. The lower level is comprised of a stacked washer/dryer, and two additional bedrooms, each with en suite baths and access to the backyard/water views. The monthly rent includes water/sewer, lawn care, and plowing. Tenant is responsible for heat(propane), electricity, and cable/internet. No pets (per condo rules), and no smoking please. A background/credit check ($25/pp), security deposit ($2,500), first month's rent and renter's insurance required.

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Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Pop's Cottage - a seaside retreat at Sea Point Beach!

Kittery, ME 03905

Price$2,500

Est. Mortgage: $/month

Listing Number RLW-HELD

  • Non-MLS Vacation Rentals
  • Bedrooms 2

Available for Full Weeks/Long Weekends or by the Month (see rates below): Located on Sea Point Beach, Pop’s Cottage (built in c. 1900) welcomes you this winter season with repurposed style and loads of character! Lovingly restored, this home is truly a hidden gem scattered amongst the likes of beautiful Maine beaches, ruins of historic forts and parks, and nearby Kittery Foreside with it’s delicious restaurants and charming shops. This lovely cottage features a stunning kitchen, making use of upcycled wood, an antique soap stone sink, new appliances & gas range, center island for seating, and views of the gorgeous Atlantic Ocean. A dining room connects to the deck with a gas grill for a true New England style BBQ with the salty ocean breezes washing away any of your daily worries. There is a “secret” loft area for the kids with two twin beds & play area promise plenty of extra room. Three bathrooms (a full, a 3/4, and a half bath) and easily the most incredible location in Southern Maine make this an incredible place to spend in Maine! Bedroom #1: Queen with en suite 3/4 bathroom Bedroom #2: Two twins (or King if pushed together) Additional Sleeping: Kid's loft with two twins Trundle bed in family room (two twins) No pets, no smoking please. Rates* Full Week: $1,000 Three Nights (Minimum): $250/night Full Month:  $2,500 (plus propane and electricity) *There is also a security deposit, cleaning fee, and 9% tax  

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Gorgeous Riverfront Home Available for Winter Season

York, ME 03909

Price$2,200

Est. Mortgage: $/month

Listing Number RLW-JOHNS

  • Non-MLS Vacation Rentals

Available NOW through May 31, 2019 Enjoy three seasons in this large home with incredible river views here in York, Maine. Built in 1910, this home has over 3,000 sf of living space, an updated kitchen with modern appliances, beautiful period woodwork, fireplaces, a large yard, and 25ft of frontage on the York River. The fully furnished home includes three bedrooms on the second floor (a third floor has two additional bedrooms with electric heat), and there are two full bathrooms and one half bath. A pet may be negotiated with pet deposit/agreement, and linens are not included. A tenant is responsible for all utilities (heat is oil for first two floors), but lawn care and plowing are included. A credit check ($25/pp), security deposit, first month's rent, pet deposit (if applicable), and renter's insurance required. Non smoking home. Home is on the sales market and showings will be done with 24 hour notice to tenant.  

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Simpson Lane

York, ME 03909

Price$2,160

Est. Mortgage: $/month

Rented

Listing Number RLW-WAL

  • Non-MLS Vacation Rentals
  • Bedrooms 5
  • Bathroom 4

Availability: Winter 2017-2018 (early September until end of May) A rare find in a desirable York Harbor, Maine winter rental. It's cottage comfortable, it's what relaxing in Maine should be all about. Settle in for the winter season starting early September. Spend a lazy afternoon on the sun deck watching the boat activity in the harbor - walk to the nearby Harbor Beach or access the Fisherman's path for a walk along the sea-side. Inside the home is a comfortable, spacious first floor with 2 living room areas, 1/2 bath, a large dining room, eat-in kitchen with stunning views and a sun-porch. Upstairs there are four quintessential cottage style bedrooms and two full baths. There is even a bonus third floor bedroom suite with 3/4 bath! A great fenced in yard with swing set and outdoor shower make it a great home for those warm months. A dog may be negotiated with additional pet deposit/agreement. The rent includes a landline, water/sewer, and cable/internet. The tenant is responsible for heat (heat is oil), electricity, lawn care (spring/fall clean up), and plowing (small driveway). A credit check $25/pp, security deposit, renter's insurance, and first month's rent apply. *A $300 cleaning upon departure is also required.

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$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Winter Rental in York Harbor - Near Wiggly Bridge

York, ME 03909

Price$2,000

Est. Mortgage: $/month

Listing Number RLW-HOFER

  • Non-MLS Vacation Rentals
  • Bedrooms 5
  • Bathroom 3

Available October 15, 2018 - May 31, 2019 This beautiful 5 bedroom home in popular York Harbor, Maine is available this winter season. Enjoy three seasons in a wonderful area of York - close to York Village and many of the beautiful seaside locations, such as: Harbor Beach, Fisherman’s Walk, The Wiggly Bridge or Steedman Woods. The home has three levels of living, with a first floor eat-in, renovated kitchen, formal dining room, laundry room, bathroom, living room, and a wonderful enclosed, three-season porch overlooking Barrells Mill Pond. The second level has three bedrooms (the master includes an en suite bathroom) and a full bathroom in the hallway. The third level is comprised of two more bedrooms. A detached two car garage is great for the snowy, winter months. No smoking on property. A tenant is responsible for all utilities except water and sewer. Lawn care is also included, but a tenant is responsible for plowing. A credit check of $25/pp, plus a security deposit, first month's rent, and renter's insurance is required. A dog may be negotiated with additional pet deposit/agreement.

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Kittery, ME 03905

Price$1,900

Est. Mortgage: $/month

Listing Number RLW-PRICE

  • Non-MLS Vacation Rentals
  • Bedrooms 2
  • Bathroom 3

Available January 1, 2019 - April 30, 2019 (four months) Great rental home located on Pepperrell Cove in Kittery Point, Maine available for four months this winter season. The first floor of this home includes an open floor plan, with an eat-in kitchen with gas cook top and fully stocked kitchen, sitting area with TV around a cozy gas fireplace, dining area, and half bathroom. The first level also includes a deck with awning. The lower level is comprised of two bedrooms and two full bathrooms. The first bedroom has a lovely dressing area, and a king-sized bed with TV and sitting area. There is a 3/4 bathroom adjacent to this bedroom. The second bedroom has a queen sized bed with a full en suite bathroom. Both bedrooms have access to the lower level deck overlooking the water. The rental also has a washer/dryer, grill, one car garage, and linens. The rent includes cable/internet. Tenant is responsible for oil heat, electricity, snow removal, and trash. A credit check of $25/pp, plus a Security Deposit, First Month's Rent, and Renter's Insurance apply. A small dog (less than 25lbs) may be negotiated with pet deposit/agreement.

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$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Ocean Views and All Utilities Included in this beautiful Winter Rental

York, ME 03909

Price$1,900

Est. Mortgage: $/month

Pending

Listing Number RLW-HETT

  • Non-MLS Vacation Rentals

Available starting October 15, 2018 - May 31, 2019 ALL UTILTIES INCLUDED* Beautiful winter rental home on the 'Nubble' in York Beach, Maine. Located in between the famous Nubble lighthouse and beautiful Short Sands Beach, both just a short walk. The large corner lot provides plenty of space to enjoy outside activities. This beautifully decorated home features a large, bright, and airy master suite with king-sized bed, large closet and 3/4 bath. There are also two additional bedrooms, each with queen-sized beds, one on the main floor for easy access. You will find a spacious, fully-equipped kitchen with dining area. This house features a large 3/4 bath (walk in shower) with washer/dryer on the first floor and a full bath on the second floor. A credit check ($25/pp), Security Deposit, First Month's Rent, and Renter's Insurance is required. No pets (firm) and no smoking. Linens are not included and the garage is not usable. *Tenant is responsible for plowing/shoveling

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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York, ME 03909

Price$1,850

Est. Mortgage: $/month

Rented

Listing Number RLW-MAYN

  • Non-MLS Vacation Rentals
  • Bedrooms 3
  • Bathroom 3

Available September 8, 2018 - May 31, 2019 LOCATION LOCATION LOCATION best describes this fully-furnished winter rental in York Harbor, Maine. This home is nestled on a quiet lane yet just a quick walk to York Harbor Beach, York Village and neighboring shops, restaurants, and art galleries. Walk the fisherman's path or the cliff walk while taking in the sights and sounds of the majestic Atlantic Ocean. This shingled home includes a one car garage and yard with mature landscaping. The first floor has a three-quarter bath, master bedroom with full bath and bonus space for office, sun room, eat-in kitchen, living and dining area, and fully-functional kitchen with pantry and stacked washer/dryer. Upstairs includes two bedrooms, one with en suite bath. A credit check ($25/pp),Security Deposit ($1,850) and First Month's Rent apply. A well-behaved dog may be negotiated with additional pet deposit/agreement. Tenant is responsible for all utilities (heat is oil). Snow plowing, lawn care and water/sewer is included in the rent.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, non commercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. ©2018 Maine Real Estate Information System, Inc. All Rights Reserved. equal opportunity housing logo   Privacy Policy

Anne Erwin Sotheby's International Realty participates in MREIS' Maine Internet Data Exchange (Maine IDX) program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.