Kid-friendly vacation rentals in Oakland

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Oakland kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
A cozy living area features knotty-pine walls and a comfortable seating arrangement with a blue sofa. A small coffee table sits atop a textured area rug. A television is positioned on a media console, illuminated by a nearby lamp. Two windows with patterned curtains allow natural light to fill the space.
Home in Farmington
4.99 out of 5 average rating, 207 reviews

Farmington! Walk to town & trails! Family-Friendly

KarenRating, 5 stars3 weeks ago
Corey’s place was perfect for our long Memorial Day weekend in Farmington! He was very responsive to messages. The house was clean and decorated with adorable Maine memorabilia. We would definitely stay at Corey’s again!
Guest favorite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.97 out of 5 average rating, 222 reviews

Carriage House

CarlaRating, 5 stars2 weeks ago
Beautiful place to stay! Very peaceful. Loved the carriage house.
Top guest favorite
The exterior of a two-story house is shown, featuring a white facade with green shutters. A shaded front yard is visible, with a large tree and manicured shrubs. A driveway leads to a garage on the left side, and a parked vehicle is seen nearby.
Home in Oakland
4.94 out of 5 average rating, 72 reviews

Classy AF Home, walk across the street to Colby!

JessicaRating, 5 stars1 week ago
The photos don’t do this place justice! It is extremely pretty and bigger than I thought! Its location is perfect and made for an easy reunion weekend at Colby!
Guest favorite
An outdoor fire pit is surrounded by eight colorful chairs, providing a cozy gathering spot amidst nature. The chalet-style house in the background features a metal roof and is set against a backdrop of trees, enhancing the tranquil ambiance.
Home in Sumner
4.96 out of 5 average rating, 135 reviews

Quiet and Private in Oxford Hills – Dog Friendly!

RaijueneaRating, 5 stars3 weeks ago
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!
Top guest favorite
Home in Bridgton
5 out of 5 average rating, 104 reviews

Wren Cabin + Wood fired Sauna

CourtneyRating, 5 stars1 week ago
the perfect cabin nestled in the woods in a quaint town! We spent the week in Emily’s peaceful cabin and it was the perfect Maine getaway. The pond is a highlight! I loved getting to stay in this lovely cabin.
Top guest favorite
A serene view of Wilson Pond is presented, bordered by lush greenery and rolling hills. The lake reflects the blue sky and scattered clouds, creating a peaceful natural landscape. The surrounding trees provide a rich frame, highlighting the tranquil waters.
Home in Wayne
4.94 out of 5 average rating, 213 reviews

Peaceful Getaway at The Ledges

JeffreyRating, 5 stars8 months ago
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna
Guest favorite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta
4.96 out of 5 average rating, 157 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

MichelleRating, 5 stars4 days ago
We had two nights to spend in Maine after a week long trip to Quebec. The lake house was a wonderful place to unwind after our busy trip to Canada. We spent our full day parked in the yard, enjoying the boats provided, reading, playing bags, and just sunning. It was a gorgeous day, and we loved it. The house is spacious, very well-stocked, and has many little amenities to make it feel like home. Highly recommend!
Guest favorite
A sleeping area features a light blue headboard paired with a patterned quilt and striped pillows on a spacious bed. A lamp sits on a bedside table next to the bed. Soft light enters through the partially open window, enhancing the calming ambiance.
Home in Lisbon
4.94 out of 5 average rating, 429 reviews

Unplug at a Beachy Bolthole with Classic New England Style

MatthewRating, 5 stars5 days ago
Stayed here for 1 night to cap off a Maine coastal trip and it was a perfect place to unwind and relax. Good walkable food options and very comfortable bed.

Kid-friendly apartment rentals

Guest favorite
A cozy corner of the studio apartment features a tan armchair with decorative stitching. A small dining table is set nearby, and the kitchenette is visible in the background, equipped with wooden cabinets, plates, and essential appliances.
Apartment in Damariscotta
4.92 out of 5 average rating, 203 reviews

Mystical Mary Howe Room, Downtown Damariscotta

SageRating, 5 stars3 weeks ago
Such a great place to stay! Thank you so much
Guest favorite
The kitchen features light-colored cabinetry and a large island with seating for four. A spiral staircase is visible, leading to the upper levels. Natural light is provided by windows above the sink and in the dining area, which includes a wooden table and chairs.
Apartment in Pittsfield
4.89 out of 5 average rating, 100 reviews

Loft Retreat

MarkRating, 5 stars2 weeks ago
This Airbnb was exactly as listed. Everything is updated, very clean, and comfortable. Jordana was very responsive and accommodating. I would stay here again.
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 charming red house is visible from the winding driveway, framed by tall trees and patchy grass. The front porch runs along the house, while two garage doors and a wooden structure are located nearby. A dog can be seen walking along the pathway.
Apartment in Nobleboro
4.92 out of 5 average rating, 184 reviews

Finding Joy

VallerieRating, 5 stars2 days ago
We enjoyed our time here. Brenda was very responsive and helped us out when we needed accommodations pretty short notice. The area is private and peaceful, it was just what we needed to rest up and recharge for busy traveling days.
Top guest favorite
An open living space features a cozy seating area with a light-colored sofa and a decorative area rug. A spacious bed is placed in one corner, accompanied by soft bedding. The kitchenette is visible in the background, along with a doorway leading to a bathroom.
Apartment in Gardiner
4.97 out of 5 average rating, 114 reviews

The Escape on Elm

NicoleRating, 5 stars3 days ago
This was my second stay at this location, and again, we really enjoyed our stay! Everything is as described. Very cozy place. There is a nice park close by if you have kids along with you.
Top guest favorite
The lodge features a stately exterior with multiple wings, framed by lush greenery and neatly manicured landscaping. A spacious driveway provides access to the entrance, with sunlight illuminating the building's classic design.
Apartment in Pittsfield
4.99 out of 5 average rating, 112 reviews

The Lodge

MelodyRating, 5 stars2 weeks ago
I cannot say enough about Nancy, the unit I stayed in, or her hospitality! This apartment was perfect and cozy for my visit, with lots of personal touches and extras - if you need it, she’s already thought of it and has it ready for you. She was also very accommodating when my flight was cancelled and I had to shift my days around a bit. The personal touches were perfect - I had farm fresh eggs for breakfast and some delicious muffins too. A wonderful stay, thank you! I will most definitely be back! ❤️
Top guest favorite
A bright living area features modern furnishings and natural light streaming through two large windows. A cozy seating arrangement includes a minimalist sofa and an accent chair. A wooden media console holds a flat-screen TV, while a round yellow rug adds a lively touch to the space.
Apartment in Hallowell
4.98 out of 5 average rating, 368 reviews

Two Bedroom Mid Century Modern Downtown Apartment

NancyRating, 5 stars1 month ago
A great location and exceptionally clean, with small details like snacks and wine available. Very comfortable beds, a deep tub and good vibes.
Guest favorite
The kitchen features wooden cabinets and a granite countertop. A round dining table with four chairs is situated centrally. Stainless steel appliances, including a refrigerator and a stove, are visible, along with various kitchen utensils and supplies arranged on the countertop.
Apartment in Augusta
4.82 out of 5 average rating, 117 reviews

Downtown Augusta - 2 Bedroom - Newly renovated!

TheodoraRating, 5 stars5 days ago
Everything you need for a lovely stay. Walkable to downtown and river trails and the most comfortable beds I’ve ever encountered on Airbnb!

Kid-friendly condo rentals

Guest favorite
The kitchen area features navy cabinetry and stainless steel appliances, including a refrigerator and coffee maker. A dining table with wooden chairs is positioned nearby, and decorative elements like a patterned rug enhance the warm, wooden interior.
Condo in Carrabassett Valley
4.95 out of 5 average rating, 133 reviews

Ski-In/Ski-out, Sunny, On-Mountain Getaway!

DougRating, 5 stars3 months ago
Good location, easy access to the hill by either driving or shuttle. The condo was fine for our group of four. Kitchen had everything to cook for that many. Very comfortable. thanks
Guest favorite
A cozy living area features a comfortable sofa and an accent chair beside a stylish table. A propane fireplace is framed by wooden shelves displaying decorative items. A flat-screen TV is positioned on a wooden console, with board games and books available for guest use.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 101 reviews

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

JeremyRating, 5 stars1 month ago
This was an excellent condo for us before and after the Sugarloaf road race. It was very clean and welcoming. The hosts were attentive and proactive with information. We would absolutely stay here again!
Top guest favorite
A bright kitchen area features four wooden stools set at a white counter, illuminated by natural light from large windows. Soft yellow walls complement white cabinetry, with a granite countertop adding a touch of elegance to the space.
Condo in Damariscotta
4.89 out of 5 average rating, 164 reviews

River Escape - Studio Apt. with River Access

MarlaRating, 5 stars1 month ago
Lovely stay in a cozy place during a harrowing move. Cozy place provided just what we needed.
Guest favorite
An aerial view captures a spacious condo surrounded by lush greenery and the Damariscotta River in the background. A relaxing pool is visible in the foreground, alongside a parking area with multiple vehicles. The serene landscape contributes to a calming atmosphere.
Condo in Damariscotta
4.96 out of 5 average rating, 47 reviews

Lovely 2 bedroom riverside condo with pool

AnnaRating, 5 stars8 months ago
Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.
Superhost
An open concept kitchen and dining area is visible, featuring a red retro fridge, white cabinetry, and a wooden dining table with black chairs. Natural light is provided by several windows, illuminating a minimalist decor style with a vase of flowers and a laptop on the table.
Condo in Brunswick
4.85 out of 5 average rating, 180 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

BonnieRating, 5 stars3 weeks ago
We stayed at a few of Spencer's places while our child was at Bowdoin college. The places are lovely and convenient and made visiting our child a pleasure.
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.
Guest favorite
An open-concept living space is observed from above, featuring a wooden dining table surrounded by red chairs. A ceiling fan is prominently displayed, with a cozy seating area visible. Light enters from large windows, illuminating the warm colors of the decor.
Condo in Greenwood
4.98 out of 5 average rating, 43 reviews

Spacious Bike/Golf/Ski Condo in Mt. Abram Village

JanetteRating, 5 stars4 months ago
Michael was an attentive host; checked in with me several times during our stay. His instructions and requests were very clear and easy to follow. We had no issues during our stay and loved the location. I would recommend Michael as a host to anyone looking to stay in the area.
Top guest favorite
A spacious log cabin is surrounded by young trees and lush greenery. The exterior features a combination of wood textures and a welcoming porch. A gravel area in the foreground provides access to the cabin, enhancing the natural setting.
Condo in Carrabassett Valley
4.96 out of 5 average rating, 91 reviews

First Tracks at Sugarloaf

RichardRating, 5 stars3 days ago
Second time there in spring and summer had an awesome time and Eka was unbelievable

Quick stats about vacation rentals that are kid-friendly in Oakland

  • Total rentals

    20 properties

  • Nightly prices starting at

    R2,163 ZAR before taxes and fees

  • Total number of reviews

    830 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Oakland
  6. Kid-friendly rentals