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Floor Plan

Floor Plan

  1. Lake Front
    Any property that borders the state-owned ‘buffer strip.' Lake Front means you have access to the water for swimming and a boat dock if applicable to your home. You can go directly to the water from your door with no road between. Lake Front does not necessarily mean you have a view of the water, since much of our shoreline is wooded.

  1. Skipper's Point
Pets Not Permitted
6 Beds
5 Baths

Home Type

  1. House
4.8333
(18 Reviews)

Search Availability

Description

DESCRIPTION:
The seasons have never been more beautiful than at Always in Season!  Sunbathe and water ski in the warm summer months, celebrate fall with a hike through bright leaves, patter gently through pristine snow for a spectacular Deep Creek winter, and watch as Mother Nature wakes from her winter nap to turn the lakefront into lush springtime oasis.  Located along a quiet corner of the lake, this home affords all who stay a tranquil perch to enjoy the mountain majesty of western Maryland. Stepping through the front door, you will be enchanted by the beauty of the great room and how the home’s inherent charm is enhanced by the dramatic wood ceilings, natural stone fireplace, and warm and embracing décor found throughout. Come explore all the ways in which a romantic fire or relaxing hot tub session can provide the perfect close to another day in paradise. There is no place better to celebrate the turning of the leaves and sparkling summer sun than at Always in Season! 

ACCESS DETAILS:
This property comes with private lake access and a private dock slip located at the property. Follow the gravel path down through the wooded area to the lake. Please note that docks are only guaranteed from Memorial Day through Labor Day.

COMMUNITY/AREA DETAILS:
Located in the Skipper's Point Community at Deep Creek Lake.
This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. 

LAYOUT DETAILS:
Main Level:
- Kitchen
- Great Room
- Dining Area
- Powder Room
- Laundry
- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Tub
- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Tub

Upper Level:
- Loft/Game Area
- Bedroom (Suite): Queen Bed, Attached Full Bath with Shower
- Bedroom (Suite): King Bed, Attached Full Bath with Shower
- Bedroom: Queen Bed, Full Size Futon
- Full Bath with Shower
- Bedroom: Queen Bed

DISCLAIMERS:
4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.

Amenities

Additional Details

  1. Area of Lake: West
  2. Boat Trailer Parking: Permitted, 1 Trailer = 1 Parking Space
  3. Check-In Time: 4:00pm
  4. Check-Out Time: 10:00am
  5. Family Groups Only
    No sororities, fraternities, or non-chaperoned groups allowed.
  6. Firewood: Not Provided for Fire Pits/Outdoor Fire Areas
  7. Firewood: Not Provided for Wood Fireplaces
  8. Handicap Friendly
  9. Lake Views (Filtered)
  10. Minimum Rental Age: 24
  11. No ATVs or Snowmobiles Allowed
  12. No Smoking or Vaping Allowed
  13. Pets: Not Permitted
    No pets are permitted at this property; however because all of our homes are owned by individual homeowners, we cannot guarantee any home is free of allergens.
  14. Water Equipment Not Provided (i.e. Kayaks)
  15. Wooded Setting

Booking & Renting Details

  1. Winter: 2+ Nights
  2. Spring: 2+ Nights
  3. Summer: Saturday - Saturday
  4. Fall/Autumn: 2+ Nights
  5. Holidays: 3+ Nights

Community Perks

  1. CARC Indoor Pool & Fitness Membership (Book Conf. = Entry Pass)
    This home offers access to the Community Aquatic and Recreation Center (CARC) for indoor pool and fitness use, at no extra cost! This membership allows access of up to the maximum number of occupants the house sleeps (ex. if the home sleeps 12, then 12 people are allowed). There are no physical passes for this amenity, please bring a copy of your booking confirmation (emailed upon booking and completion of your contract) as your access.

Inside

  1. A/C: Central Air
  2. Bath Towels Provided
  3. Bed Linens Provided
  4. Chess/Checkers Table
  5. Fire Extinguishers: 1
  6. Fireplaces (Wood): 1
  7. Internet: Wifi
  8. Landline Phone: None
  9. Pool Table
  10. Single Jetted Tub: 2

Bed Sizes & Suites

  1. Bedroom Suites: 4
  2. Kings: 3
  3. Queens: 3
  4. Standard/Full Futons: 1

Inside | Appliances

  1. Coffee Makers (Drip): 1
  2. Coffee Makers (Single Cup: K-Cups Not Included): 1
  3. Dishwashers: 1
  4. Full-Size Fridges: 1
  5. Microwaves: 1
  6. Ovens: 1
  7. Stoves: 1
  8. Washers: 1
  9. Dryers: 1

Inside | Electronics

  1. Blu-Ray Players: 1
  2. DVD Players: 1
  3. TVs (Smart): 7

Outside

  1. Grills (Charcoal): 1
  2. Max. Parking: 6 Vehicles
  3. Outdoor Fire Pit (Wood): 1
  4. Outdoor Hot Tubs: 1

Outside | Dock

  1. Private Dock: 1 Motorized Vessel Allowed

Availability

Rates subject to change. Rental homes are only available to be booked one year in advance.

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Location

203 Skippers Point Road, Oakland, 21550 USGet Directions

Reviews

Add a Review

Always in Season

Reviewed on 2021-10-05 by Joel
Updated on 2021-10-05
5
We had a family reunion at the house and enjoyed the really liked the size of the house and the fact that most bedrooms had their own full bathroom. We had fires every night in the pit on the great patio and set up outdoor movies. The dock worked out well since we rented kayaks for the week and a pontoon boat for the day. The kitchen was well stocked and we enjoyed eating in. We did take advantage of the hot tub after some hikes during the day. Overall a great place to stay and had a nice week

Great!

Reviewed on 2021-08-10 by Kristin
Updated on 2021-08-10
5
Beautiful vacation home, with great amenities. Views are amazing. The house on a quiet section of the lake. Only bad thing I would have to say is the walk to and from the lake, definitely get a work out.
I'm so happy to hear that you had a great time, Kristin! If you are interested in a home closer to the lake for your next visit, our wonder reservationists can assist you in finding a place that meets this need and any others you may have. Feel free to give us a call anytime - we're always happy to lend a hand. - Lainey, Railey Vacations 

Vacationed In July 2021

Reviewed on 2021-07-20 by Robyn
Updated on 2021-07-20
5
No Additional Comment
We're so glad that you enjoyed a 5-star stay, Robyn! Come back and visit again soon. - Lainey, Railey Vacations

Vacationed In June 2021

Reviewed on 2021-06-09 by Barbara
Updated on 2021-06-09
5
No Additional Comment
Thanks so much for 5 stars, Barbara! We're glad you enjoyed yourself and hope to have you back again soon. - Lainey, Railey Vacations

Amazing stay!

Reviewed on 2021-04-15 by Tyrone
Updated on 2021-04-15
5
It was fun overall up until my last day there power went out the whole day couldn’t finish cooking my food I had on cus of this in couldn’t use the bathroom no heat no water no lights!
So sorry for your troubles the last day, Tyrone! We sincerely apologize that this happened during your trip; sometimes those unforeseeable circumstances do occur but we're happy to hear that you had a great time despite this inconvenience. We hope you'll be back to visit us again soon and appreciate you taking the time to leave a review! - Jenn, Railey Vacations 

Vacationed In December 2020

Reviewed on 2020-12-15 by Sarah
Updated on 2020-12-15
5
Great stay in Deep Creek!
So glad to hear it, Sarah! Please come back and visit us again soon. - Jenn, Railey Vacations

Awesome!

Reviewed on 2020-11-17 by Anjassi
Updated on 2020-11-17
5
The house was amazing, amenities were even better. Overall, a great home and neighborhood for a family getaway.
Anjassi, thank you for letting us host you! We look forward to having you back here soon! - Seneca, Railey Vacations

Vacationed In August 2020

Reviewed on 2020-09-30 by David
Updated on 2020-09-30
5
Dog friendly was changed after I paid my first payment, and I was never contacted back by guest relations for any type of compensation, even after numerous phone calls/messages. Very disappointed with Railey, but the house was very nice.
David, we sincerely apologize if there was any miscommunication about the dog friendly changes to this home. We have since significantly improved our procedures on communication with our guests regarding updates and changes, and hope that you'll give us a chance to prove that to you during a future visit. We're so happy to hear that you otherwise enjoyed Always in Season. - Jenn, Railey Vacations

Vacationed In September 2020

Reviewed on 2020-09-24 by Debra
Updated on 2020-09-24
5
Always in Season is a beautiful home, we especially enjoyed the outside fire pit which we enjoyed every day. The dock and its surroundings was perfect as we rented a boat for a couple of days. The walkway down to to the lake was very nice and You could sit on the dock or by the dock, either way it was great to be outdoors. Neighbors were really nice and we had a couple of dogs visit us during our stay which made us miss ours at home, but they were enjoyable. All in all the place was beautiful the living area was perfect for all of us and the dining area was also very nice. The bedrooms were spacious and all the bathrooms was a bonus. We have already looked into booking this place for next year, just need to decide when. Thanks for a wonderful vacation Railey and see you next year.
And thank you for the great review, Debra! We're so happy you enjoyed your stay and look forward to your next visit! - Jenn, Railey Vacations

Vacationed In August 2020

Reviewed on 2020-09-24 by Meryl
Updated on 2020-09-24
5
Perfect Home for our large family.
Happy to hear it, Meryl! Please come back and see us again soon. - Jenn, Railey Vacations

Vacationed In July 2020

Reviewed on 2020-08-26 by Anita
Updated on 2020-08-26
5
Great house, in quiet area of the lake. We were 9 adults and had plenty of room. Fabulous kitchen, more kitchen equipment than we expected! Loved having an ice machine. The gravel path to the lake next to the house was not a problem as It was rarely used. We’re looking forward to visiting again.
And we look forward to hosting you again, Anita! So glad you enjoyed your stay, thank you for taking the time to leave us a review.  - Jenn, Railey Vacations

Vacationed In June 2020

Reviewed on 2020-07-01 by Karla
Updated on 2020-07-01
5
Very nice patio and fire ring area to relax and enjoy the lake view through the trees
Thanks for the review, Karla! Happy to hear you had a great time, please come back and see us again soon! - Jenn, Railey Vacations

a great view

Reviewed on 2020-01-03 by Allison
Updated on 2020-01-03
3
The house is generally nicely setup and has a great view. Living room COULD be comfortable with new couches and bedrooms could be comfortable with new mattresses. This house desperately needs a makeover and it could be one of the nicest houses that we have rented. In addition, there isn't enough living room seating for the number of people that the house is advertised for. We rent every winter here and summer in the Outer Banks. We are coming back to DCL for this next summer.
Thank you for the feedback, Allison! We'll be sure to review this with the homeowner for improvements to the seating situation and general updating. We hope that you still enjoyed yourselves and look forward to having you back again in the future! - Jenn, Railey Vacations

very expensive

Reviewed on 2019-10-23 by Benjamin
Updated on 2019-10-23
4
No Additional Comment
Thanks for your review, Benjamin - we're glad you enjoyed your stay at Always in Season overall. If you're interested in a different price point for your next visit, don't hesitate to reach out to our vacation specialists who can help you find a home that meets all of your needs. We hope you'll visit again soon! - Lainey, Railey Vacations

house was perfect

Reviewed on 2019-10-15 by Neil
Updated on 2019-10-15
5
We had a wonderful stay. The house was perfect for a our group, spacious and clean. We especially enjoyed the hot tub and fire pit each night.
Happy to hear it, Neil! Thank you for the review and we hope to host you again in the future! - Jenn, Railey Vacations

House was clean

Reviewed on 2019-05-29 by Yekaterina
Updated on 2019-05-29
5
The house was clean, beds comfortable, hot tub very clean. Adequate backyard and interior furnishings. Couple notes - outdoor furniture is very used up/broken/old. Picture of the dock is somewhat deceiving - picture leads to believe there are no more docks nearby. In reality the dock area is very busy with several other docks literally few feet away with many people, boats, i.e. busy lake front (we were looking for quite dock time, fishing, water gazing). Also, there is a public gravel road literally at the side of the house and along backyard with pretty intensive traffic of people going up and down the lake front. Would have been nice to know about it from the property description.
Thank you for the feedback, Yekaterina, we'll be sure to take a look at the outdoor furnishings for any needed improvements as well as if the dock photos should be adjusted for a more accurate depiction of the area. We're glad to hear you enjoyed your stay and hope to host you again in the future! - Jenn, Railey Vacations

Lovely home

Reviewed on 2019-01-09 by Tina
Updated on 2019-01-09
5
Great home, spacious and accommodating, close to WISP, excellent customer service.
Glad you enjoyed it, Tina! Please come back and see us again soon. - Jenn, Railey Vacations

Winter wonderland

Reviewed on 2018-11-19 by Cynthia
Updated on 2018-11-19
5
A wonderful getaway for the family. A pre birthday celebration for our father and this home did not disappoint. The home accommodated 14 family members comfortably. We are planning to come back in June to experience the friendly neighborhood in the spring.
Thanks for the review Cynthia! Glad you had a great time, we look forward to seeing you in June! - Jenn, Railey Vacations