Waterfront vacation rentals in Oakland

Find and book unique waterfront rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Oakland waterfront rentals

Waterfront apartment rentals

Top guest favorite
A spacious living area features warm wooden paneling and a soft white sofa with decorative pillows. A recliner is positioned nearby, while a wooden coffee table rests in front. The open layout includes a kitchen area with bar seating and light-colored cabinets, creating a welcoming environment.
Apartment in Cornville
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars2 weeks ago
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!
Guest favorite
A welcoming living area is showcased with soft furnishings in varied colors, including a green sofa and light blue armchair. A patterned area rug is placed under a coffee table. Natural light streams through a window adorned with sheer curtains, while a floor lamp and table lamp provide additional illumination.
Apartment in Richmond
4.92 out of 5 average rating, 158 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

MaryRating, 5 stars2 weeks ago
The apartment is beautifully designed, spacious, relaxing, and comfortable. What more could you ask for? We enjoyed our 3-night stay. Read some of the assembled books on birds and enjoyed delicious food at the local restaurants. Alice was a gracious and responsive host. You will truly love staying in her apartment!
Guest favorite
A serene waterfront view features calm waters reflecting the sky, with boats docked along the shoreline. Trees in autumn hues frame the scene, while a pathway winds through the park, leading towards the water and inviting outdoor activities.
Apartment in Belfast
4.86 out of 5 average rating, 105 reviews

Downtown waterfront Belfast with amazing views.

MaddieRating, 5 stars8 months ago
Absolutely beautiful place to stay! Would love to come back :)
Top guest favorite
A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.
Apartment in Boothbay Harbor
5 out of 5 average rating, 114 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

JoyceRating, 5 stars2 weeks ago
The location is incredible! Ive never had such a great view. The place was clean and comfortable. Booth ay Harbor is very nice place to stay.
Guest favorite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Apartment in Kingfield
4.96 out of 5 average rating, 363 reviews

On The River 2 with Lucy the resident cat

IsaahRating, 5 stars3 weeks ago
we always look forward to having a good stay here when its 1 day or a couple. Patricia is always friendly and always helpful for the area. Great host and great spot. highly recommend
Top guest favorite
A bright living space features large windows allowing natural light to filter in. A cozy seating area with a plush pouf and a desk is complemented by a wooden bookshelf. Decorative plants and a stylish table add warmth and character to the room.
Apartment in Damariscotta
4.94 out of 5 average rating, 372 reviews

Cottrill House on Damariscotta River # 1

ChristopherRating, 5 stars1 day ago
Very comfortable. Terrific location. Lissette was very attentive, friendly and helpful. Would recommend her home to family and friends.
Guest favorite
Two white adirondack chairs are positioned on a grassy area overlooking a serene body of water. The landscape includes distant hills and a clear blue sky, complementing the peaceful waterfront setting.
Apartment in Edgecomb
4.86 out of 5 average rating, 486 reviews

Waterfront Condo at the Sheepscot

TeddiRating, 5 stars1 day ago
We had a lovely night at Audray’s place! The location & the views exceed expectations. It was clean, cozy and inviting. Edited to add- not reducing stars for this because we enjoyed the accommodations, but I want other travelers w/ pets to be aware: Audray reached out 24+ hours after we checked out to say her cleaning person reported “an excess of pet hair on furniture and linens than her washing machine could not handle”, and requested we mail her an extra $50 to cover special laundering. We sent $75 on platform instead as we were shocked and sorry to hear this. We found it surprising b/c were in the condo only 14 hours, we immediately covered the furniture w/ pet covers (we brought our own) upon arrival, we covered the beds w/ our own extra top sheets to protect the quilts from pet hair, & we do not let dogs sleep in the beds- we bring pet beds. We have only received compliments on cleanliness & exclusively 5 star reviews from hosts over 7 yrs and 23 stays all w/ multiple pets.
Top guest favorite
A serene view of Maquoit Bay is displayed, featuring calm, reflective waters under a clear blue sky. Seaweed lines the shore, complementing the natural landscape of distant tree-covered shorelines, creating a peaceful coastal scene.
Apartment in Freeport
4.98 out of 5 average rating, 265 reviews

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

MarissaRating, 5 stars8 months ago
Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

Waterfront house rentals

Guest favorite
A stone patio features four wooden Adirondack chairs arranged around a circular fire pit. The area is surrounded by a grassy lawn, with trees visible in the background and a sunset sky casting warm hues over the scene.
Home in Newport
4.94 out of 5 average rating, 126 reviews

Sugarmaple Lakehouse - Sebasticook Lake Newport ME

DanielleRating, 5 stars2 weeks ago
Great location. Woke up to the sounds of birds. very responsive. I would have given it a 5 star all the way, David was amazing and responded in a very timely manner. But, the turn over service could have been much better. The previous guest left a wine bottle in the automatic fridge ice dispenser and it was unfounded until my family found a large peice of glass in their drink, serious hazard to drink glass. Should have been spotted by the turn over service but, who would check the ice maker for a bottle a wine? I understand that. Very uncommon and unfortunate for us. David responded in a very fast manner and gave us options to accommodate the situation. I would have left a 5 star if this was the only thing but everything was so unorganized in the kitchen, they had everything but nothing made sense to why it was there. Sink didn't drain. There were also stains on the sheets and a pizza box left by the fridge that wasn't ours. Little things but the turn over service was a let down.
Top guest favorite
A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.
Home in Belfast
4.93 out of 5 average rating, 131 reviews

Belfast Ocean Breeze

MalindaRating, 5 stars4 days ago
Definitely book this Airbnb! Right on the water, great communication with host, a good place to stop on the way to Acadia. Had a nice dinner in town and then relaxed in the jacuzzi.
Guest favorite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 weeks ago
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10
Guest favorite
A bright kitchen area features white cabinets and a light countertop. Sunlight streams through large windows, illuminating a cozy dining set with a round table and four chairs. The hardwood floor adds warmth to the space.
Home in Rumford
4.9 out of 5 average rating, 326 reviews

House in a Mountain Valley Near Hiking & Skiing

ThomasRating, 5 stars6 days ago
Love houses like this-- charming and homey, but clean and updated with all mod cons. Beautiful base for our NW Maine wanderings. Highly recommend!
Superhost
A collage captures the serene waterfront home amid autumn foliage. Images depict fishing activities, a turtle sunbathing, grilling with sausages, and a tranquil evening scene with a starry sky reflecting on the water.
Home in Pittsfield
4.82 out of 5 average rating, 124 reviews

Cozy Waterfront Home With Breathtaking Views!!!

JessicaRating, 5 stars6 days ago
We had an amazing time. TJ was very responsive and gave his secrets for fishing! He also accommodated a request that was an overlook on my part. I can’t say enough good things about the place itself or how nice TJ was. It was a phenomenal experience all around!
Superhost
The inviting living area features a stone fireplace with a mirror above it, surrounded by plants and wooden beams overhead. A wooden staircase leads to the upper level, while a dining area with several chairs is visible in the background, enhancing the warm and cozy ambiance.
Home in New Portland
4.85 out of 5 average rating, 142 reviews

The Riverfront Retreat - 27 minutes to Sugarloaf!

StephanieRating, 5 stars2 weeks ago
Great little cozy spot, clean, lots of plants and lights. Very comfortable. Nice little spot on the property by the stream. Close to a variety of hikes and waterfalls. Very happy with our stay.
Top guest favorite
The exterior of the house features a brown wood facade with large triangular windows enhancing natural light. A wide deck is adorned with flower pots, surrounded by well-maintained greenery and a grassy lawn, creating a welcoming entrance.
Home in Pittston
4.99 out of 5 average rating, 146 reviews

Riverside

MarleneRating, 5 stars2 weeks ago
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!
Top guest favorite
A spacious outdoor deck overlooks Winnegance Creek, with wooden railings and a small table set for two. The tranquil water and surrounding greenery provide a serene backdrop, while a select few yellow shrubs accentuate the scene, reflecting the natural beauty of the area.
Home in Bath
5 out of 5 average rating, 104 reviews

Waterfront Farmhouse with Modern Flair!

BrendanRating, 5 stars3 weeks ago
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

Waterfront condo rentals

A spacious living area features a light-colored wood floor, complemented by a blue area rug. Two blue armchairs and a large sectional sofa provide ample seating. A wall-mounted TV is visible, and sliding glass doors lead to a balcony with views of the harbor.
Condo in Boothbay Harbor
4.75 out of 5 average rating, 8 reviews

Oceanfront, dog-friendly 2BR with harbor view

MarconeRating, 5 stars16 months ago
Very nice place, totally renovated, spacious, cozy, and comfortable. It is located in a very beautiful area. We will be back for sure!
An open-concept living area features a comfortable sofa and an armchair that provide seating for four. A dining table is positioned nearby. A flat-screen TV is mounted on the wall, and large doors lead out to a deck, offering natural light.
Condo in Edgecomb
4.55 out of 5 average rating, 44 reviews

1BR Waterview | Deck | Partial AC

OrandeRating, 5 stars11 months ago
nice place
Superhost
A wooden dock extends into the calm water, flanked by two boats with canopies. Red chairs are positioned on the dock, providing a space for relaxation. Lush trees line the shoreline, and a clear blue sky with scattered clouds is visible above.
Condo in Rangeley
4.9 out of 5 average rating, 40 reviews

2 Rangeley Lake unit 2 Condo Dock, Kayaks and more

DeborahRating, 5 stars3 months ago
This is the second time staying at Debi's Rangeley Lake Condo. It is a perfect location to stay if you're skiing at Saddleback or just exploring the area. Debi is very responsive to any questions. The condo is comfortable and the kitchen has everything you need to have dinner at "home". When we're in the area, we would definitely stay here again.
A light-filled living space features a spacious teal sectional sofa and a patterned accent chair. A glass coffee table is placed at the center, complementing the soft area rug. Large windows allow natural light to illuminate the room, offering views of the harbor.
Condo in Boothbay Harbor

3-BR Elegant Oceanfront Condo w/ Stunning Views

MavisRating, 5 stars7 months ago
We can't say enough about the fantastic location and condition of Vacasa Maine's condo. It appeared the furnishings and everything is brand new. The decorating is very attractive and the unit was pristine in cleanliness. The best thing about it is the location. We could not have asked for anything better than to overlook the bay, watch the tide, the boat traffic, and the twinkling lights across the bay in the evening. The shops and restaurant's of Boothbay Harbor are within walking distance. We frequented the restaurant downstairs several times and were not disappointed. This was our first trip to Maine and your accommodations made it all we hoped for. We would definitely stay there again!
Top guest favorite
An open concept space features a modern kitchen with light wood paneling and sleek stainless-steel appliances. A multi-colored granite countertop serves as a dining area with four teal stools. Visible in the background is a cozy seating area and an entry to a bedroom.
Condo in Belfast
5 out of 5 average rating, 17 reviews

Harbor View Cottage Unit A 2 bedroom downtown

BrandonRating, 5 stars9 months ago
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.
A wooden dock extends into calm waters, framed by tall trees along the shoreline. The sky appears clear and blue, reflecting softly on the surface of the lake. The setting provides a serene ambiance, ideal for relaxation or nature observation.
Condo in Standish
4.26 out of 5 average rating, 23 reviews

Cozy Lakeside Studio w/ Private Swimming Area

KyleRating, 5 stars8 months ago
Really loved this property! The unit provided a very cozy stay, and several amenities were provided. Very quite, peaceful stay and a great view of the lake from the porch! Would definitely plan to stay here again in the future!
A bright living area features tall windows that provide a clear view of the surrounding landscape. Light curtains drape elegantly over the windows, while a soft gray armchair and relaxing sofa create a comfortable seating space. A flat-screen TV is mounted on the wall.
Condo in South Thomaston
5 out of 5 average rating, 4 reviews

Ocean Front - Penobscot Bay - New 4 season home

SheriRating, 5 stars10 months ago
Simply perfect! Everything in the kitchen is new, in working order, extremely well-stocked. The home is clean and comfortable with amazing fine art everywhere. And the view! We couldn't get enough of the beauty, watching the Ospreys fishing, walking the little beach. Lots of hiking close-by. Rockland has great seafood market, bakery, bookstore. The Transportation Museum is excellent.
Top guest favorite
A bright living area features patterned blue and white armchairs, complemented by a neutral sofa. A coffee table sits in the center, adorned with decorative items. Large sliding glass doors provide a view of the cove, enhancing the natural light and inviting outdoor scenery.
Condo in Boothbay Harbor
5 out of 5 average rating, 8 reviews

Waterfront Condo: Walk to Downtown Boothbay Harbor

JeremyRating, 5 stars5 months ago
We have been staying at various places around North America and can say — without question — this was the nicest/all-around properties we have ever stayed at during our lengthy relationship. As I told the property owner, who by the way is a fabulous person, the photos of the Signal Point home don’t do it justice. The home is even more beautiful in person. We have also never been in a house as perfectly stocked with amenities in our lives. There was a ton of paper products already there for us. The linens were in abundance galore. And the gift bag for us when we arrived was an awesome touch that you don’t get everywhere. Bottom line, we have been staying in Boothbay Harbor for close to a decade during our Maine visits. And this is the best property we’ve been fortunate to land for our trip. We will be back next year and years to come before we buy our own place at Signal Point!

Quick stats about waterfront rentals in Oakland

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$20,914 GYD before taxes and fees

  • Total number of reviews

    890 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Oakland
  6. Waterfront rentals