Chamberlain holiday rentals

We found 710 holiday rentals — enter your dates for availability
Discover a selection of 6 cottages and other holiday rentals in Chamberlain that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include parking and a fireplace. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Chamberlain

Showing deals for:25 Dec - 1 Jan

Matching Dinning Hutch.
Sea view through wavy glass in living room.
First Floor Queen Bedroom with an attached second bathroom.
Pick your chair. While watching the Friendship Lobster Boast Races.
Exceptional
(100 reviews)

Historic "Wilbur Morse" Friendship Maine Ocean Home

Friendship

17% off
AU$8,117
for 7 nights, 1 home
AU$1,160 per night
includes taxes & fees
Historic "Wilbur Morse" Friendship Maine Ocean Home
View the pond from the peaceful covered porch.
Living Area with soaring Cathedral Ceiling
Interior
King bed with light cotton quilt in summer & down bedding for the cooler months.
Exceptional
(61 reviews)

20% Off Sept. Bookings, 3 night min., 1st flr King & Full Loft, Pets Free

Round Pond

8% off
AU$2,843
for 7 nights, 1 cottage
AU$406 per night
includes taxes & fees
20% Off Sept. Bookings, 3 night min., 1st flr King & Full Loft, Pets Free
Christmas look at Mossy Glenn Lodge
Mossy Glen Lodge - entire lodge is your private secluded hideaway
Upstairs balcony entry third bedroom
Kitchen area, dishwasher,cooking area, and bar counter
Exceptional
(23 reviews)

Mossy Glen Lodge 'Log Cabin' with a tiny brook and hammock

Boothbay

13% off
AU$3,150
for 7 nights, 1 room
AU$450 per night
includes taxes & fees
Mossy Glen Lodge 'Log Cabin' with a tiny brook and hammock
Exterior detail
Pemaquid Beach 10 minutes
Hefty ships ladder to loft. 4 Skylights.
Exterior
Exceptional
(64 reviews)

Our Premier Cottage - Laundry, Large, Luxurious King Bedroom, Pets Free

Round Pond

9% off
AU$2,997
for 7 nights, 1 cottage
AU$428 per night
includes taxes & fees
Our Premier Cottage - Laundry, Large, Luxurious King Bedroom, Pets Free
Private kitchen
Property grounds
Dining
Interior
Exceptional
(61 reviews)

Waterfront Cottage on Cove with Private Dock, Kayaks & Fire Pit

Trevett

8% off
AU$2,911
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Waterfront Cottage on Cove with Private Dock, Kayaks & Fire Pit
Side of the house with the screened in porch.
Living area
Interior
Living area
Exceptional
(35 reviews)

The Round Pond Getaway. Screened Porch · Fire Pit · Walk to Harbor

Round Pond

8% off
AU$2,994
for 7 nights, 1 home
AU$428 per night
includes taxes & fees
The Round Pond Getaway. Screened Porch · Fire Pit · Walk to Harbor
Living room to kitchen.
Aerial view of condo on the left side.
Kitchen with granite counter top and high top seating.
Living room.
Exceptional
(9 reviews)

Beautiful Condo on Ocean Cove - Easy walk to harbor-side town

Boothbay Harbor

8% off
AU$4,439
for 7 nights, 1 apartment
AU$634 per night
includes taxes & fees
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
Living area
Exterior
Screen porch
Back deck and screen porch
Exceptional
(9 reviews)

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

East Boothbay

8% off
AU$4,005
for 7 nights, 1 home
AU$572 per night
includes taxes & fees
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Settle & relax on the deck, flagstone patio, or 'round the fire pit--
Sea-air nourishes our flowerbox blossoms all summer--
Charming on your arrival...
Relax with friends around the fireplace in the Livingroom.
Exceptional
(97 reviews)

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

New Harbor

7% off
AU$1,998
for 7 nights, 1 home
AU$285 per night
includes taxes & fees
Slow Down & Go Back in Time-Relax Completely in Our Maine Home

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the natural landscape of Chamberlain

Learn about the unique charm of Chamberlain with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Chamberlain

Are you looking for things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Chamberlain a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Boothbay Golf Course (7.3 mi / 11.7 km)
  • Maine State Aquarium (8.4 mi / 13.5 km)
  • Pemaquid Craft Co-op (1.1 mi / 1.8 km)

Exploring the natural landscape of Chamberlain

Whether you're an adventurous traveller or just want to appreciate the scenery, Chamberlain is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Rachel Carson Salt Pond Preserve (0.2 mi / 0.3 km)
  • La Verna Preserve (1.1 mi / 1.8 km)
  • Pemaquid Beach Park (2.1 mi / 3.4 km)
  • Pemaquid Point Lighthouse Park (3.6 mi / 5.8 km)
  • Cabbage Island (6.8 mi / 11 km)
  • Linekin Bay (6.8 mi / 11 km)

Transport to and around Chamberlain

Fly into Wiscasset, ME (ISS), the closest airport, located 12.5 mi (20.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Rockland, ME (RKD-Knox County Regional), which is 22.9 mi (36.8 km) away.

Frequently asked questions

What is the best area to stay in Chamberlain when booking a holiday rental?
When considering a holiday rental in Chamberlain, Maine, one of the standout areas to explore is the vicinity around the picturesque coastline. This region is known for its stunning views of the Atlantic Ocean and offers a tranquil setting superb for relaxation. Here, visitors can find a range of properties, from charming cottages to more spacious homes, suiting various group sizes and preferences.A highlight of staying in this area is the proximity to some of the local attractions. The scenic coastal trails are ideal for leisurely walks or invigorating hikes, allowing you to immerse yourself in the natural beauty of the landscape. Additionally, the nearby fishing docks provide opportunities for boating and fishing, making it a great spot for those looking to engage with the local marine life.Another appealing aspect of this neighbourhood is its access to delightful seafood restaurants and quaint shops, where you can enjoy the local culture and cuisine.
Where are the best areas for renting a beach house in Chamberlain?
For renting a beach house in Chamberlain, consider the picturesque coastal stretch along the shores of the Atlantic Ocean. The area near the local harbours offers charming properties with stunning views of the water, often featuring amenities such as spacious decks, outdoor dining areas, and fully equipped kitchens, superb for families or groups looking to enjoy a seaside retreat.Additionally, the nearby Damariscotta River provides further options for holiday rentals, where you may find homes located among the trees with private access to the river, ideal for kayaking or fishing. Many of these properties come with cosy living spaces, fireplaces, and outdoor grills, making them well-suited for enjoying leisurely evenings after a day of beach activities.Exploring the local surroundings, visitors can enjoy attractions like the scenic parks and nature trails along the coast, which provide opportunities for hiking and birdwatching.
What is the most popular type of holiday rental accomodation in Chamberlain?
In Chamberlain, cottages are the most popular type of holiday rental, with about 18 available in the area. These charming properties typically feature rustic decor, fully equipped kitchens, and comfortable living spaces, making them ideal for a relaxing getaway. Many cottages also provide outdoor areas, such as decks or gardens, superb for enjoying the serene surroundings.
Are there any family house rentals in Chamberlain?
In Chamberlain, Maine, there are several family-friendly house rentals available, making it an excellent choice for those seeking a memorable getaway. The area features spacious homes that often come equipped with essential amenities such as full kitchens, comfortable living areas, and outdoor spaces superb for family gatherings.Visitors can enjoy the proximity to local attractions, including the stunning coastline and natural beauty of the nearby Acadia National Park, which is great for hiking and exploring. The charming town itself offers a relaxed atmosphere, with opportunities for fishing and kayaking in the surrounding waters.
Are there pet-friendly house rentals in Chamberlain?
In Chamberlain, Maine, there are several pet-friendly house rentals available, making it an excellent choice for travellers wishing to bring their furry companions along. Many of these holiday homes offer amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas, ideal for a relaxing stay.The area is known for its stunning coastal views and proximity to various outdoor activities. Visitors can explore nearby beaches and hiking trails, providing ample opportunities for pets to enjoy the great outdoors. The charming local community also has pet-friendly cafes and shops, ensuring that both you and your pet can have a delightful experience during your stay.
Are there any remote work holiday rentals in Chamberlain?
In Chamberlain, Maine, there are around 15 remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties are equipped with essential amenities to support remote work, including free Wi-Fi and dedicated workspace areas. Guests can expect comfortable living spaces that often feature desks and ergonomic chairs, ideal for productivity during their stay.The area is known for its stunning natural beauty, with easy access to outdoor activities such as hiking and fishing, providing the great balance to a work-focused getaway. Chamberlain's charming local community and nearby attractions, including picturesque coastal scenery, enhance the appeal for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Chamberlain?
In Chamberlain, popular rental amenities include decks or patios, which provide lovely outdoor spaces for relaxation and enjoying the scenic views. Many holiday rentals come equipped with kitchens, allowing guests to prepare their own meals during their stay. Additional amenities often feature blenders for smoothies or soups, a selection of books for leisurely reading, and coffee and tea makers to start the day with a warm beverage.
What are the top attractions in Chamberlain?
In Chamberlain, Maine, visitors can enjoy a variety of attractions that highlight the region's natural beauty and rich maritime heritage. The picturesque coastline offers stunning views of the Atlantic Ocean, making it a great spot for scenic walks and photography. Nearby, the charming town of Boothbay Harbor is renowned for its vibrant waterfront, where you can explore local shops, dine on fresh seafood, and take boat tours to see lighthouses and wildlife.Nature enthusiasts will appreciate the proximity to the Coastal Maine Botanical Gardens, which showcases beautiful landscapes and a variety of plant species, offering a peaceful retreat for visitors. For those interested in outdoor activities, the surrounding area features opportunities for hiking, kayaking, and fishing, particularly in the nearby Damariscotta River, known for its rich marine life and stunning scenery.Additionally, the region's historical sites, such as the Maine Maritime Museum in Bath, provide insights into the state's shipbuilding history and maritime culture.
Are all fees included in the Chamberlain 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 Chamberlain holiday homes with parking?
Stayz offers a wide selection of holiday homes in Chamberlain 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 Chamberlain holiday homes?
You can find great discounts on holiday homes in Chamberlain 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 Chamberlain holiday home booking on Stayz?
To find Chamberlain 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 Chamberlain?
A long-stay holiday home in Chamberlain 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 Chamberlain holiday home?
Book your Chamberlain 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 Chamberlain?
Prices for holiday homes in Chamberlain 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 Chamberlain 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.

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