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Oakdale vacation rentals

We found 137 vacation rentals — enter your dates for availability

Nestled amidst the picturesque landscapes of Oakdale, this charming destination is a perfect blend of historic allure and outdoor adventure. Wander through streets lined with stunning historic homes, explore scenic beaches, and experience the vibrant culture at local museums. With diverse accommodations ranging from cozy cottages to spacious villas, Oakdale ensures comfort and convenience for group travelers seeking memorable family-friendly experiences. Embrace the freedom of a vacation rental, where space and home-like amenities create the ideal getaway.

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Find out more about Oakdale

Why visit Oakdale

  • Outdoor Adventures: Enjoy beautiful beaches and nearby parks, perfect for family-friendly outings and outdoor fun.
  • Cultural Experiences: Visit local attractions like the Oakdale Museum, showcasing the area’s rich history.
  • Family-Friendly Atmosphere: Oakdale offers a welcoming vibe with plenty of activities suitable for all ages.
  • Diverse Accommodation: Choose from cozy cottages, spacious homes, and stylish condos to fit your vacation needs.
  • Golfing Opportunities: Golf enthusiasts will find excellent courses nearby for a perfect day on the greens.

Popular types of accommodation around Oakdale

Looking for the perfect getaway? Oakdale offers a variety of vacation rentals to suit your needs, from cozy cottages to spacious houses and stylish condos. Whether you're searching for hotels, house rentals, or the best vacation rentals, Oakdale has something for everyone. Find your ideal stay and enjoy the comforts of home while exploring this charming destination.

  • Houses: The top choice for travelers seeking a comfortable and spacious stay, perfect for families or groups.
  • Cottages: A charming option, offering cozy and quaint accommodations, ideal for a peaceful retreat.
  • Condos: A great blend of comfort and convenience, providing modern amenities in a prime location.
  • Apartments: Perfect for those wanting a home-like experience, with kitchen facilities and a local vibe.
  • Cabins: A rustic escape, surrounded by nature, perfect for a serene getaway.**

Top attractions in and around Oakdale

Oakdale, Portland, Maine, is perfect for outdoor, family, and culture-themed vacations. Visitors can enjoy beautiful beaches, historic houses, and entertainment arenas. Popular attractions cater to those seeking cultural experiences and outdoor fun. Don't miss the friendly local attractions, the Oakdale Museum, and various vacation rentals to suit your budget. Golf enthusiasts will also find great options nearby, making Oakdale a delightful destination for your next getaway.

  • Portland Museum of Art: Located a mile away, this museum showcases an impressive collection of American and European art, offering enriching cultural vibes through its diverse exhibitions and beautiful architecture.
  • Cross Insurance Arena: Also a mile from Oakdale, this entertainment venue hosts concerts, sports events, and family-friendly shows, making it a lively hub for community gatherings and entertainment.
  • University of Southern Maine: Situated within Oakdale, this historic university blends beautiful campus scenery with cultural events and educational programs, enriching the local community with its vibrant atmosphere.

Things to do recommended for couples

For a romantic getaway in Oakdale, explore the vibrant vibes at Thompson's Point for a concert, indulge in luxury at the Portland Club, or seek adventure with parasailing at Old Orchard Beach. Each experience offers a unique way to connect and create lasting memories together.

Things to do recommended for families

In Oakdale, families can experience the excitement of Hadlock Field, just 0.3 miles away, or enjoy the fun at Bayside Bowl, located 0.9 miles from Oakdale. Don't miss the Southworth Planetarium nearby, offering entertaining and educational experiences for everyone.

Things to do recommended for groups

Enjoy a night of entertainment at the State Theatre, just a mile from Oakdale. For shopping and dining, visit the Maine Mall, located 3 miles away. Don't miss the iconic LL Bean Flagship Store, a fun 16-mile drive for unique outdoor gear and experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Oakdale

If you're traveling with a group, your family, or even bringing your pets along, or if you're planning an extended stay, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Oakdale with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Oakdale with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oakdale: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Oakdale: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Also, think about including preferences like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Oakdale

Oakdale, a charming neighborhood in Portland, Maine, is perfect for outdoor adventures and family-friendly outings. Explore nearby parks and cultural attractions for a relaxing getaway that caters to all ages. With a welcoming atmosphere and plenty of excursions, Oakdale offers an ideal setting for family vacations, creating lasting memories in a vibrant urban environment. Whether you’re seeking a vacation home or a fun place to unwind, Oakdale has something for everyone.

  • Portland: Portland, where Oakdale is located, is a vibrant city known for its stunning outdoor spaces and family-friendly atmosphere. Visitors flock to Portland for its scenic beauty, which includes picturesque beaches and serene lakes. The city offers a variety of activities such as theater productions, exciting arena events, and ample opportunities for shopping at local malls. Whether you're exploring the waterfront or enjoying the local cuisine, Portland promises a memorable experience for all ages.
  • South Portland: Situated just 2 miles from Oakdale, South Portland is a thriving city that caters to families and business travelers alike. Known for its bustling shopping centers and educational institutions, it offers a blend of urban convenience and accessibility. Enjoy a day at the beach or take a leisurely stroll along the waterfront, followed by a shopping spree at local malls. South Portland provides a welcoming environment that makes it an ideal stop for those seeking a mix of leisure and commerce.
  • Downtown Portland: Only 1 mile from Oakdale, Downtown Portland is a lively neighborhood perfect for families and couples looking for romantic outings. With its array of theaters, music concerts, and arena entertainment, there’s always something happening. The nearby beaches and lakes provide a scenic backdrop for relaxation and outdoor activities. A stroll through Downtown Portland's charming streets will lead you to delightful dining options and unique shops, making it a must-visit destination.

Best time to go to Oakdale

If you're planning a trip to Oakdale, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnyLowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyLowSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyLowSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyHighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyHighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant price differences. Also, extending your stay can often result in additional savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a dedicated area for you to plan new journeys, refine your existing arrangements, or manage your reservations. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Oakdale?
In Oakdale, apartments are the most popular vacation rental option, with about 14 available in the area. These apartments typically offer a cozy feel, featuring fully equipped kitchens, comfortable living areas, and amenities that cater to both short and extended stays. Additionally, there are several vacation houses and condos for those seeking more space or specific features. These types of properties often include amenities such as outdoor patios, private gardens, and communal facilities, ideal for families or larger groups.
Are there any beach house rentals in Oakdale?
In Oakdale, Maine, several beach house rentals are available, offering a delightful getaway for travelers. These properties are typically situated near scenic waterfronts, providing easy access to beautiful beaches and outdoor activities. Guests can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios—great for enjoying the coastal atmosphere. Many rentals also feature multiple bedrooms, accommodating families or groups looking for comfort and space.
How much does it cost to rent a vacation home in Oakdale?
Prices for vacation rentals in Oakdale vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakdale to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakdale vacation house rentals?
You can find great discounts on house rentals in Oakdale on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Oakdale?
In Oakdale, popular vacation rental amenities cater to a variety of traveler needs, ensuring comfort and convenience during stays. Most rentals feature fully equipped kitchens, allowing guests to prepare their own meals and enjoy dining at home. Coffee and tea makers are commonly included, providing a cozy start to the day. For families traveling with young children, many properties offer travel cribs, making it easier for parents to travel light. Additionally, rentals often come with garage access, providing secure parking for vehicles. Pet-friendly options are also available, allowing travelers to bring their furry companions along for the trip.
Can I find family house rentals in Oakdale?
In Oakdale, Maine, there are several family-friendly house rentals available, totaling around 12 options. This picturesque area offers a blend of tranquility and outdoor adventures, making it ideal for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy themselves. Amenities like Wi-Fi and laundry facilities are commonly included, ensuring a comfortable stay for everyone.Visitors can explore nearby attractions such as local parks, nature trails, and scenic spots superb for hiking or picnicking. The charming community atmosphere invites families to engage in local activities and discover the beautiful landscapes of Maine.
Are there any Oakdale vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oakdale with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Oakdale?
A long-stay vacation rental in Oakdale is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Oakdale for a vacation rental?
June is the most popular time to visit Oakdale, Maine, as it marks the beginning of the peak travel season, which runs from June to August. This period attracts families and adventure seekers eager to enjoy the lush landscapes and outdoor activities that the region has to offer. With warm temperatures averaging in the mid-70s to low 80s Fahrenheit, visitors can comfortably explore local parks, hike scenic trails, or partake in water activities on nearby lakes.During July, the vibrant setting reaches its zenith, making it a prime time for those who appreciate community events and summer festivals. The longer days provide ample opportunities for outdoor fun, whether it's a leisurely stroll through town or an adventurous day of kayaking.For those seeking a more budget-friendly experience, November presents a wonderful opportunity to visit Oakdale. This month offers a quieter atmosphere, allowing for a peaceful retreat while enjoying the natural beauty of the area as it transitions into winter. Visitors can still engage in local activities, like exploring cozy cafes or taking scenic drives through the picturesque countryside.Ultimately, the best time to book a vacation rental in Oakdale depends on your preference for lively summer experiences or a tranquil escape during the shoulder season.
Are there any remote work vacation rentals in Oakdale?
In Oakdale, Maine, there are several vacation rentals suitable for remote work, with around 15 options available. Many of these properties are equipped with essential amenities that cater to the needs of remote workers, including reliable Wi-Fi and dedicated workspace areas featuring desk chairs. This makes it easy for travelers to stay productive while enjoying a change of scenery.The area offers a tranquil environment, superb for focusing on work while also providing opportunities to explore the natural beauty of Maine. Oakdale is near parks and outdoor recreational areas, allowing for breaks to enjoy fresh air and scenic views. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Oakdale vacation rental?
Book your Oakdale vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oakdale, Maine, United States of America?
In Oakdale, Maine, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local culture. One of the highlights is the nearby Sebago Lake State Park, where outdoor enthusiasts can enjoy activities such as hiking, fishing, and swimming during the warmer months. The park features picturesque trails and access to the lake, making it a popular destination for families and nature lovers alike.The town itself offers a quaint atmosphere with opportunities to explore local shops and eateries that reflect the charm of small-town Maine. For those interested in history, the nearby Portland area has numerous historic sites and museums, including the Portland Head Light, which is just a short drive away.Additionally, Oakdale serves as a convenient base for exploring the surrounding Greater Portland area, where attractions like the vibrant Old Port district, with its waterfront views and unique boutiques, can be easily accessed.
Can I change or cancel my Oakdale home rental booking on Vrbo?
To find Oakdale vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oakdale vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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