Holiday Homes in Orland

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Orland

Private Lakeside A-Frame Tent

9.8 out of 10, Exceptional, (33)
"Machelle is a beautiful person and her property is beautiful too! This is the ideal way to camp if you’re flying in- everything is there for you! "
Private Lakeside A-Frame Tent

Herrick House - in Town Blue Hill!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Perfect location for Acadia and Maine coast sightseeing. Right on the main drag in Blue Hill, with a busy coffee shop on the doorstep, which was great for us. Very quiet at night, however. The house is renovated, but still has historic charm. Clean, comfortable, and roomy for three adults, with direct access across the street to a trail that goes up Blue Hill."
Herrick House - in Town Blue Hill!

Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP

10.0 out of 10, Exceptional, (67)
"This is a lovely property. It was well stocked. The beds were very comfortable. We enjoyed the fireplace and sitting out on the deck looking at the pond. We choose this place because it was very close to the entrance to Acadia National Park. Beautiful views and quiet!"
Cozy & Well Equipped Log Cabin on Secluded Pond in Bar Harbor near Acadia NP

Oceanfront home on beach, close to Acadia & Bar Harbor! A/C in and fire pit out!

10.0 out of 10, Exceptional, (92)
"Great location - short drive to shopping and outdoor adventuring activities. Comfortable accommodations. Very private lot. We didn’t spend a lot of time at the house during our stay, but the sunsets are amazing and it was fun to walk around near the shore during low tide. Beautiful views from the sunroom and main upstairs bedroom. I would recommend this place to friends and family in the future. "
Oceanfront home on beach, close to Acadia & Bar Harbor! A/C in and fire pit out!

Quiet Leonard Lake Retreat, Beautiful Waterfront Home

9.6 out of 10, Exceptional, (67)
"We had a lovely few days at this beautiful property while we explored Bar Harbor and Acadia National Park. House was well equipped with every convenience. Would happily stay again. "
Quiet Leonard Lake Retreat, Beautiful Waterfront Home

Newly renovated waterfront cottage with spectacular sunset views

3.0 star property
10.0 out of 10, Exceptional, (10)
"My stay was fantastic! The place was clean, well-kept, and exactly as described. The access to the lake was a wonderful bonus; the view was stunning, especially during sunset—a must-see. Another highlight was the night sky, which was absolutely spectacular, with countless stars visible. This spot is perfect for anyone looking to unwind and soak up some natural beauty. Highly recommend"
Newly renovated waterfront cottage with spectacular sunset views

House near Acadia National Park

4.0 star property
10.0 out of 10, Exceptional, (14)
"We ended up finding this location at the very last minute. IT WAS PERFECT! There was a snafu with our VRBO reservation and we were unable to get in. Once we hopped onto Hotels.com and did a search for something a family of 5 could stay in near Bar Harbor during the busiest time for the area, this house in Acadia popped up. We were so LUCKY it was available. The price was reasonable and we could immediately check in. So easy! Thank you to the host family who has placed this location on...
House near Acadia National Park

Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath

8.6 out of 10, Excellent, (8)
"Great little cottage for our two nights in Bar Harbor area. Convenient to Ellsworth which was just the right size for supplies and dining. Owner was super responsive and helpful."
Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath

Old Maine style w/ modern amenities - dog friendly

7.4 out of 10, Good, (3)
"My family had a wonderful stay in this house. Between hiking in the Schoodic Peninsula, visiting Bar Harbor, and soaking up the view from Cadillac Mountain, we loved swinging on the porch swing, having coffee on the front porch, and relaxing around the dinner table. The house is recently renovated, clean, and in a quiet neighborhood. The hosts are invested in your stay and very responsive to any messages you send. There are restaurants, gas stations, and grocery stores all close by - be sure...
Old Maine style w/ modern amenities - dog friendly

Oceanfront, water views, Overlook at Shore Haven, sleeps up to 12

9.8 out of 10, Exceptional, (36)
"Great Experience - The view from the property was incredible, and our host was kind, accommodating, and responsive. "
Oceanfront, water views, Overlook at Shore Haven, sleeps up to 12

Waterfront, heated, Acadia, Seaside Spindle Cottage

10.0 out of 10, Exceptional, (71)
"Maine has been a bucket list trip for us for a long time. This trip and this little cottage exceeded all expectations!! The views are absolutely stunning! If we were to come back there is not a single thing we would change or do differently. The property host was wonderful, the property was super clean and the views are out of this world amazing! "
Waterfront, heated, Acadia, Seaside Spindle Cottage

Oceanfront 2 BR home 5 minutes from Acadia, 10 mins. to downtown Bar Harbor.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house and good location with waterfront view. "
Oceanfront 2 BR home 5 minutes from Acadia, 10 mins. to downtown Bar Harbor.

Lake House Getaway with Rustic Charm - Sleeps 11

10.0 out of 10, Exceptional, (5)
"This is great place to stay near Acadia national parks. The house is in front of a beautiful lake, where you can watch sunrise from one of the Master Bedrooms. The property is very comfortable for our party and had more than enough space for our group of six. The Kitchen had utensils and condiments needed to cook for yourself. The house is in a rustic setting and on a dirt road, secluded and rustic. It will be hard to find the way to the home if you arrive after sunset. The property managers...
Lake House Getaway with Rustic Charm - Sleeps 11

You Can't Get Closer to the Water than This!

10.0 out of 10, Exceptional, (106)
"Looking forward to next year "
You Can't Get Closer to the Water than This!

Gorgeous Oceanfront Retreat on Penobscot Bay

9.8 out of 10, Exceptional, (57)
"We enjoyed our stay with friends and family. The house was very comfortable…and that porch…that porch is just fabulous. "
The price is AU$3,351
includes taxes & fees
25 Nov - 26 Nov
Gorgeous Oceanfront Retreat on Penobscot Bay

The Jarvis Homestead - Historic Maine Mansion

10.0 out of 10, Exceptional, (10)
"The Jarvis was just perfect for our family reunion! There was plenty of room, both inside and outside to gather and celebrate. At the same time, everyone had their own luxurious private space. We spent much time around the enormous dining room table having meals, playing games, and telling stories. For morning coffee, we gathered around the outdoor gas fire pit, and for our not-to-be-missed NFL games, we enjoyed the spacious living room and huge tv. Host Cale Jacobson was terrific and we felt...
The Jarvis Homestead - Historic Maine Mansion

New England style home, front of house is yours!

9.6 out of 10, Exceptional, (32)
"Nice little place in quiet area within walking distance of Belfast. "
New England style home, front of house is yours!

Quiet single-level fully furnished house

10.0 out of 10, Exceptional, (19)
"Very quiet neighborhood. House was very comfortable and met all our needs."
Quiet single-level fully furnished house

Gorgeous Waterfront Estate In Historic Bayside

10.0 out of 10, Exceptional, (65)
"Our stay was perfect and we wouldn’t change a thing. Plenty of space as far as bedrooms and bathrooms go. So much common space to enjoy a fire, meals, and outdoor space. The beach is very wide during low tide and an added perk. Beds and pillows are very comfortable. We can’t wait to plan a return trip."
Gorgeous Waterfront Estate In Historic Bayside

Peaceful waterfront home on quiet cove w/outdoor sauna near shops & hiking

8.4 out of 10, Very good, (5)
"Tranquil get away and perfect place to come back to chill after hiking!"
Peaceful waterfront home on quiet cove w/outdoor sauna near shops & hiking
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.
Don't see what you're looking for?
See all available properties in Orland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Orland

Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath

10.0 out of 10, Exceptional, (106)
"..."
Idle Hour - Dramatic Direct Oceanfront 2 bed 2 bath

Waterfront cottage with deep water dock, ocean front.

10.0 out of 10, Exceptional, (86)
"Had a great time! House was very clean, had anything you could ask for. Will be back!"
Waterfront cottage with deep water dock, ocean front.

Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

9.8 out of 10, Exceptional, (55)
"Wonderful camp, just magnificent views of the pond. The road was tough (unpaved), but it was so quiet. Again we went in October. Inside was very clean and nice, just like the photos they had on the website. We took drive to Bar Harbor very nice 👌 "
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.