Dennysville Holiday Rentals

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Dennysville

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
Terrace/patio

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

9.4 out of 10, Exceptional, (39)
"Property as advertised. Owners extremely friendly and helpful. Hopefully we'll be back soon"
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
One-of-a-Kind Views! Private Seaside Sanctuary & Nature Lover's Paradise
Exterior

One-of-a-Kind Views! Private Seaside Sanctuary & Nature Lover's Paradise

10.0 out of 10, Exceptional, (95)
"Our 3rd stay at Seaside Sanctuary and this time we stayed 2 weeks. Stacey is always super-communicative and the house has everything you could possibly need. We were able to get in some nice day trips down to the Schoodic Peninsula of Acadia National Park, Milbridge, Calais, Eastport, Reversing Falls, Machias & Jasper Beach. We caught a sunrise at West Quoddy Head Lighthouse and explored Cobscook Shores and points around Lubec and the Bold Coast. We spent about 1/2 the time there just "being" at...
One-of-a-Kind Views! Private Seaside Sanctuary & Nature Lover's Paradise
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.
Property grounds

Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.

8.8 out of 10, Excellent, (34)
"We needed a place to collapse and reset! This was perfect! Secluded and private with a beautiful sandy beach overlooking the lake. Not having to transport our own kayaks was a great plus; kayaks in good shape. The light over the main dining table was not working, as well as a few electric outlets -- we bought a lantern at Walmart in Calais and did just fine. Got a few really cold showers -- finally figured out one of us needed to shower in the am and the other in the pm to get 2 hot...
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.
Oceanfront Home; A Coastal Maine Woodland Retreat
Terrace/patio

Oceanfront Home; A Coastal Maine Woodland Retreat

10.0 out of 10, Exceptional, (84)
"This property is perfect for a family getaway with pets. The owner was very responsive to all our questions. The property had a lot to offer: Beautiful views. Large bedrooms. Access to the beach below. Lots of land with privacy. Close to a small town. We took their advice and got lobsters from Captain Matt's. They were delicious! There is one thing that could be improved: the beds could be more comfortable. Adding mattress toppers might help. We would definitely come back! "
Oceanfront Home; A Coastal Maine Woodland Retreat
Beautiful Lake Front home w/Pool table and Bar.
Beach towels

Beautiful Lake Front home w/Pool table and Bar.

9.6 out of 10, Exceptional, (14)
"We loved our stay in Northfield! The house was beautiful and big enough for our family of 7. The property is nice and kayaking around the lake was a lot of fun. "
Beautiful Lake Front home w/Pool table and Bar.
Cozy 1 bedroom cabin a few steps from Gardner Lake
Property grounds

Cozy 1 bedroom cabin a few steps from Gardner Lake

9.8 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay. Beautiful cottage and setting.Mary Jane was a wonderful host.We will definitely come back."
Cozy 1 bedroom cabin a few steps from Gardner Lake
Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries
View from property

Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

10.0 out of 10, Exceptional, (35)
"Perfect place! "
The price is AU$695
includes taxes & fees
1 Jan - 2 Jan 2025
Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries
Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck
Interior

Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck

10.0 out of 10, Exceptional, (41)
"We had an amazing time! The house was beautiful- exceeded expectations! The views were incredible! We did a lot of exploring. We saw moose, seals, and eagles in the area. We will plan to come back! "
Oceanfront - 3 Acre Private Beach Property, See Whales & Eagles from the Deck
Newly refurbished OCEANFRONT HOUSE w/ sunrise and sunset view.25% off fall dates
Pool

Newly refurbished OCEANFRONT HOUSE w/ sunrise and sunset view.25% off fall dates

8.2 out of 10, Very good, (17)
"Peaceful and scenic"
Newly refurbished OCEANFRONT HOUSE w/ sunrise and sunset view.25% off fall dates
Harbor View Cottage Maine, 150+ years old
Sun-loungers, beach towels

Harbor View Cottage Maine, 150+ years old

9.8 out of 10, Exceptional, (32)
"Home is just as described on VRBO Amazing views from home of Harbor, gorgeous sunrises. Home is over 150 yrs old , has been renovated with all modern comforts yet has maintained its charm. Comfortable beds, kitchen well stocked with all cookware, etc. Host responds quickly. Highly recommend this property. Close to amazing coastal views!!!"
Harbor View Cottage Maine, 150+ years old
Updated Apartment Quiet Location Trees Water Walk To Downtown.
Property grounds

Updated Apartment Quiet Location Trees Water Walk To Downtown.

9.8 out of 10, Exceptional, (70)
"Loved the place!"
Updated Apartment Quiet Location Trees Water Walk To Downtown.
Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach

Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach

10.0 out of 10, Exceptional, (31)
"Plenty of room for all of us to have some alone time, although we spent most of the time relaxing on the deck taking in the beautiful panoramic views. This is a sunny spot, and the weather was perfect all week! It could use another umbrella for shade because the deck is full sun most of the day, but we sat at a picnic table on the shady side of the house to get some reprieval. Charlie delivered lobsters every other day, and at $5/lb we certainly over indulged! The house is older, and has a ton...
Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach
Lighthouse cabin/ Nature lovers paradise/No 🐶 Fee /kayaks/ fire pit/ beach
Miscellaneous

Lighthouse cabin/ Nature lovers paradise/No 🐶 Fee /kayaks/ fire pit/ beach

10.0 out of 10, Exceptional, (80)
"A very peaceful and relaxing environment. Quick and easy access to beach from cabin where we enjoyed early morning walk with our dog. We stayed late in the season so essentially had the place to ourselves, which we highly recommend if you like a quiet getaway. Lots of walking trails in the immediate area. Highly recommend."
Lighthouse cabin/ Nature lovers paradise/No 🐶 Fee /kayaks/ fire pit/ beach
Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN
Property grounds

Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN

10.0 out of 10, Exceptional, (153)
"Overall, our stay in Lubec was amazing! The location was fantastic - beautiful views, and less than 10 minutes from town. The house was lovely and well supplied. The lobster pot was perfect and the kitchen was very well stocked. There were a lot of flys in the house during our week there. Never did figure out where they came in the house, but they were bad and they did bite! Also a lot of spider webs that had not been knocked down in a while. The upstairs deck furniture cushions were too...
Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN
Serene Jonesport Escape: Deck w/ Water Views!
Fridge, microwave, stovetop, dishwasher

Serene Jonesport Escape: Deck w/ Water Views!

10.0 out of 10, Exceptional, (18)
"House is 1980’s decor. Beds are comfortable, but, there’s minuscule little night stands beside each bed. There’s a tiny TV and very uncomfortable living room furniture in the TV room. The washer and dryer were nice to have. Overall, it’s the scenery that makes this house so special. "
Serene Jonesport Escape: Deck w/ Water Views!
View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.
Miscellaneous

View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.

9.8 out of 10, Exceptional, (35)
"We loved our time in this home! Jeanne was super easy to get in touch with, and even though there was a mixup with her cleaner, she went above and beyond to make sure the mistake was made right. The home was very comfortable & the view from the upper deck is gorgeous. The bed we used was very comfortable as well and the workout room was a nice perk! Just be aware that there is another downstairs back apartment, so you'll want to keep the back bedroom sliding door curtain closed as it goes out to...
View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.
Spacious home w/riverview, minutes from state parks and ocean beaches, sleeps 11
Interior

Spacious home w/riverview, minutes from state parks and ocean beaches, sleeps 11

9.6 out of 10, Exceptional, (5)
"The location is beautiful! The house was lovely and comfortable. Connie was very helpful, flexible, and provided clear communication. We really can't think of a way she could improve things!"
Spacious home w/riverview, minutes from state parks and ocean beaches, sleeps 11
Beautiful Orange Lake ,Haven for real relaxation and rest with great sunsets 🌅
Fireplace

Beautiful Orange Lake ,Haven for real relaxation and rest with great sunsets 🌅

10.0 out of 10, Exceptional, (20)
"Beautiful lakeside retreat. Just what we needed. All amenities were perfect. "
Beautiful Orange Lake ,Haven for real relaxation and rest with great sunsets 🌅
In-town 5 Bedroom Victorian With Heated Pool
Interior

In-town 5 Bedroom Victorian With Heated Pool

9.6 out of 10, Exceptional, (38)
"The space, location and layout of this house was really nice for our group of seven friends and we had a great week. The host was very responsive and communicated well. The heat was not working downstairs upon arrival, but he had a repairman come in to fix it and he also came over immediately when we were having trouble turning the fire pit on. House seemed neat and tidy when we first arrived, but we quickly noticed the floors were not well swept or vacuumed and both a coffee table and side...
In-town 5 Bedroom Victorian With Heated Pool
The Bluffs Cottage
Beach nearby, beach towels

The Bluffs Cottage

10.0 out of 10, Exceptional, (51)
"Well-equipped, neat, clean, comfortable "
The Bluffs Cottage
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 Dennysville
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Dennysville you may be interested in

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
Terrace/patio

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

9.4 out of 10, Exceptional, (39)
"Property as advertised. Owners extremely friendly and helpful. Hopefully we'll be back soon"
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
Machias River Inn
Water view

Machias River Inn

2.5 star property
9.0 out of 10, Wonderful, (387)
"Was there to view real estate - really convenient not to have to go all the way back to Ellsworth"
The price is AU$289
includes taxes & fees
2 Jan - 3 Jan 2025
Machias River Inn
The Inn on the Wharf
Front of property

The Inn on the Wharf

2.5 star property
8.8 out of 10, Excellent, (783)
"Right on the ocean. Staff super helpful"
The price is AU$175
includes taxes & fees
3 Jan - 4 Jan 2025
The Inn on the Wharf
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.

Frequently asked questions

Can I find holiday rentals in Dennysville?

Yes, there are holiday rentals close to the most popular sights in Dennysville, or you can select a more secluded option if you're looking for a relaxing stay. Dennysville is known for its parks.

What are some of the best holiday rentals that Dennysville has to offer?

Oceanfront Home; A Coastal Maine Woodland Retreat: This holiday home rental outside of Dennysville is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Dennysville?

While exploring the area, visit family-friendly sights like Huntsman Marine Science Centre, or get outside and enjoy nature at Cobscook Bay State Park. In the wider area, you’ll find Moosehorn National Wildlife Refuge and Shackford Head State Park.

What are holiday rentals like in Dennysville?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dennysville. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.