Old Port holiday rentals
We found 176 holiday rentals — enter your dates for availability
Discover a selection of 9 apartments and other holiday rentals in Old Port that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Old Port
Showing deals for:25 Dec - 1 Jan

Exceptional
(43 reviews)
Modern & Sunny House Steps from the Promenade.
Portland
AU$3,927
for 7 nights, 1 home
AU$561 per night
includes taxes & fees

Exceptional
(8 reviews)
Exchange Street Skylight Loft
Portland
AU$3,903
for 7 nights, 1 apartment
AU$558 per night
includes taxes & fees

Exceptional
(43 reviews)
Eastbayside/Munjoy - Charming Downtown Escape
Portland
AU$2,691
for 7 nights, 1 apartment
AU$384 per night
includes taxes & fees

Exceptional
(101 reviews)
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
Portland
AU$2,844
for 7 nights, 1 apartment
AU$406 per night
includes taxes & fees

Exceptional
(43 reviews)
Fresh East End Apartment Walkable to Downtown Portland
Portland
AU$4,215
for 7 nights, 1 apartment
AU$602 per night
includes taxes & fees

Exceptional
(22 reviews)
West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi
Portland
AU$4,433
for 7 nights, 1 apartment
AU$633 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Old Port

Downtown Portland Stay | 1 Unit | Near Commercial Street
Sleeps 4 · 1 bedroom · 1 bathroom

Superb Location! Heart of Old Port-Spacious Apartment
Sleeps 9 · 3 bedrooms · 3 bathrooms

Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!
Sleeps 2 · 1 bedroom · 1 bathroom

Prime Old Port 3BR • Free Parking • Sleeps 8
Sleeps 8 · 3 bedrooms · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Old Port?
In Old Port, apartments are the most popular type of holiday rental, with around 66 available throughout the area. These apartments are often situated in charming historic buildings, offering a unique blend of character and modern convenience. Most units come with fully equipped kitchens, comfortable living areas, and many feature lovely views of the waterfront or the bustling streets below. Additionally, there are about 18 condos available, which tend to provide similar amenities but may also include access to shared facilities like pools or fitness centres. For those seeking more space, approximately 15 holiday houses are on offer, typically featuring multiple bedrooms, private outdoor areas, and the ability to accommodate larger groups.
Are there any beach house rentals in Old Port?
In Old Port, Maine, there are approximately 14 beach house rentals available, providing visitors with a unique opportunity to experience the charm of this historic waterfront area. These rentals often come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or decks, ideal for enjoying the fresh sea breeze and picturesque views of the harbour. Many properties are situated near vibrant attractions, including the local shops, restaurants, and art galleries that define Old Port.
What are popular rental amenities in Old Port?
In Old Port, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy a home-cooked experience. Many rentals also feature coffee and tea makers for a warm beverage at any time of day. Onsite parking is available, providing convenience for those travelling by car. Additionally, many properties boast decks or patios, superb for relaxing outdoors and soaking in the atmosphere of the area. Guests will also appreciate the proximity to museums, enhancing their cultural experience while staying in this charming coastal district.
Can I find family house rentals in Old Port?
In Old Port, Maine, there are numerous family-friendly house rentals available, with around 23 options to choose from. This charming area boasts a vibrant waterfront and a rich history, making it an appealing destination for families seeking adventure and relaxation. Many properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or enjoy a barbecue.Visitors can explore nearby highlights such as the scenic Old Port waterfront, which features an array of shops and restaurants, or take a stroll along the famous cobblestone streets. Families can also enjoy the local attractions, including the Children's Museum and Theatre of Maine, superb for engaging the little ones.
Can I book pet-friendly holiday rentals in Old Port?
In Old Port, Maine, there are several pet-friendly holiday rentals available, making it an excellent choice for travellers looking to bring their furry companions along. The area is known for its charming cobblestone streets and historic buildings, providing a picturesque backdrop for your stay. Many holiday rentals in this vibrant coastal neighbourhood are equipped with amenities such as fully fitted kitchens, cosy living spaces, and outdoor areas where pets can enjoy the fresh air.Additionally, Old Port's proximity to various parks and waterfront spaces allows for easy outdoor exploration with pets. Nearby, visitors can find the Eastern Promenade, which features walking trails and stunning views of Casco Bay, superb for leisurely strolls with your dog.
When is the best time to visit Old Port for a holiday rental?
The best time to visit Old Port, Maine, is during the peak season from June to August, with July being the most popular month. This vibrant period attracts holidaymakers looking to soak up the coastal charm, indulge in fresh seafood, and enjoy the lively option of local festivals and events. Visitors can partake in a variety of outdoor activities, from sailing to kayaking, all set against the picturesque backdrop of the waterfront and historic architecture.During these summer months, temperatures typically hover around 20 to 30 degrees Celsius, providing a pleasant climate for exploring the charming streets, unique boutiques, and waterfront dining options. With ample opportunities for sightseeing, you can stroll along the Old Port's cobblestone streets or relax at one of the many parks, making it an ideal time for families and couples alike.If you're looking for a more budget-friendly option, consider visiting in December. This time of year offers a magical winter atmosphere, superb for enjoying the holiday decorations and local festivities. During this time, the charm of Old Port remains, and you can experience the beauty of the area without the summer crowds.Ultimately, your ideal time to book a holiday rental in Old Port will depend on whether you prefer the bustling summer vibe or the serene tranquillity of winter.
Are there any remote work holiday rentals in Old Port?
In Old Port, Maine, there is a top selection of remote work holiday rentals available, with around 90 options to choose from. This vibrant area is known for its historic charm, cobblestone streets, and waterfront views, making it an appealing destination for those working remotely. Many of the rentals come equipped with essential amenities for remote work, such as free Wi-Fi, dedicated workspaces, and comfortable living areas that allow for productivity while enjoying the local scenery.Travellers can expect properties ranging from cosy apartments to spacious lofts, often featuring fully equipped kitchens, laundry facilities, and inviting communal areas. The proximity to local cafes, restaurants, and shops adds to the convenience, enabling guests to take breaks and explore the lively surroundings. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Old Port, Maine, United States of America?
In Old Port, Maine, visitors can engage in a charming waterfront atmosphere with a variety of attractions. The historic district is known for its cobblestone streets and 19th-century brick buildings, offering a delightful backdrop for exploring boutique shops, art galleries, and local eateries. The Old Port's vibrant waterfront is a hub for activity, where travellers can enjoy scenic views of the harbour and watch the fishing boats come in.One of the standout attractions is the Portland Head Light, located a short drive away in Cape Elizabeth, which offers stunning coastal views and a picturesque lighthouse. The area is also close to the Portland Museum of Art, featuring a diverse collection of American and European art. For those interested in maritime history, the Maine Maritime Museum in nearby Bath provides insight into the region's rich shipbuilding heritage.Additionally, the Old Port hosts a variety of festivals and events throughout the year, making it a lively destination for both locals and visitors.
Are all fees included in the Old Port holiday homes prices shown on Stayz?
Stayz 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.
Are there any Old Port holiday homes with parking?
Stayz offers a wide selection of holiday homes in Old Port with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Old Port holiday homes?
You can find great discounts on holiday homes in Old Port on Stayz, 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.
Can I change or cancel my Old Port holiday home booking on Stayz?
To find Old Port holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Old Port?
A long-stay holiday home in Old Port is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Old Port holiday home?
Book your Old Port holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Old Port?
Prices for holiday homes in Old Port 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Old Port to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
More holiday ideas
- Mousam Lake Holiday Rentals
- Cousins Island Holiday Rentals
- Chebeague Island Holiday Rentals
- Peaks Island Holiday Rentals
- Gooch's Beach Holiday Rentals
- Lisbon Holiday Rentals
- Gray Holiday Rentals
- North Windham Holiday Rentals
- Biddeford Pool Holiday Rentals
- Drakes Island Holiday Rentals
- Old Orchard Beach Holiday Rentals
- Cape Elizabeth Holiday Rentals
- Long Island Holiday Rentals
- Victoria Mansion Holiday Rentals
- Wells Beach Holiday Rentals
- Old Orchard Beach Holiday Rentals
- Buxton Holiday Rentals
- Bailey Island Holiday Rentals
- Moody Beach Holiday Rentals
- Downtown Portland Holiday Rentals
- Sebago Lake Holiday Rentals
- Pine Point Holiday Rentals
- Wedding Cake House Holiday Rentals
- Kennebunkport Holiday Rentals
- Springvale Holiday Rentals
- Willard Beach Holiday Rentals
- Portland Holiday Rentals
- Thompson's Point Holiday Rentals
- Westport Holiday Rentals
- West End Holiday Rentals
- Cottage rentals in Ogunquit
- Cabin rentals in Old Orchard Beach
- Pet-Friendly rentals in Old Orchard Beach


