Chamberlain holiday rentals

We found 696 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:13 Nov - 20 Nov

Living area
Outdoor dining
Exterior
Property grounds
Exceptional
(29 reviews)

Oceanfront, views from every room! Spacious midcoast retreat with private dock

Round Pond

8% off
AU$6,392
for 7 nights, 1 home
AU$913 per night
includes taxes & fees
Oceanfront, views from every room! Spacious midcoast retreat with private dock
Living area
Kitchen seating area
Interior
upstairs TV room
Exceptional
(21 reviews)

Handcrafted Post and Beam Saltbox

Bremen

8% off
AU$2,400
for 7 nights, 1 home
AU$343 per night
includes taxes & fees
Handcrafted Post and Beam Saltbox
Property grounds
Property grounds
Living Room with gas fireplace
Dining
Exceptional
(27 reviews)

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol

8% off
AU$5,600
for 7 nights, 1 home
AU$800 per night
includes taxes & fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Interior
Living area
Living area
Living area
Exceptional
(33 reviews)

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

Round Pond

8% off
AU$3,017
for 7 nights, 1 home
AU$431 per night
includes taxes & fees
The Round Pond Getaway. Screened Porch · Fire Pit · Walk to Harbor
Living area
Private kitchen
Interior
Private kitchen
Exceptional
(22 reviews)

New home in Boothbay, downtown Boothbay harbor is located about a mile away.

Boothbay

8% off
AU$2,270
for 7 nights, 1 home
AU$324 per night
includes taxes & fees
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Exterior
Property grounds
Interior
Property grounds
Exceptional
(29 reviews)

Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

8% off
AU$1,984
for 7 nights, 1 home
AU$283 per night
includes taxes & fees
Boothbay Harbor, 2-Story Cottage, downtown
King bedroom. Newly renovated.
The home has amazing natural light
butlers pantry equipped with kitchen necessities, outdoor plates & more
attic with twin beds. Newly renovated.
Exceptional
(24 reviews)

The Farmhouse - Boothbay Harbor

Boothbay Harbor

8% off
AU$3,908
for 7 nights, 1 home
AU$558 per night
includes taxes & fees
The Farmhouse - Boothbay Harbor
Kitchen with granite counter top and high top seating.
Aerial view of condo on the left side.
Living room to kitchen.
Outdoor dining
Exceptional
(9 reviews)

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

Boothbay Harbor

8% off
AU$4,473
for 7 nights, 1 apartment
AU$639 per night
includes taxes & fees
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
Dining
Interior
Room
Outdoor dining
Exceptional
(27 reviews)

Harbor View Apartment, Boothbay Center, Walk to Shops, Restaurants, Footbridge

Boothbay Harbor

8% off
AU$2,837
for 7 nights, 1 apartment
AU$405 per night
includes taxes & fees
Harbor View Apartment, Boothbay Center, Walk to Shops, Restaurants, Footbridge
Back deck and screen porch
Exterior
Living area
Screen porch
Exceptional
(8 reviews)

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

East Boothbay

8% off
AU$3,945
for 7 nights, 1 home
AU$564 per night
includes taxes & fees
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Kitchen
Living room
Kitchen
Back Bay Cottage, next to the Chowder House in downtown Boothbay Harbor
Exceptional
(72 reviews)

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

Boothbay Harbor

12% off
AU$3,865
for 7 nights, 1 apartment
AU$552 per night
includes taxes & fees
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
Relax with friends around the fireplace in the Livingroom.
Sea-air nourishes our flowerbox blossoms all summer--
Charming on your arrival...
The large lawns allow for many outdoor gatherings too!
Exceptional
(92 reviews)

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

New Harbor

7% off
AU$2,014
for 7 nights, 1 home
AU$288 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:

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

  • 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)
  • Grimes Cove Beach (7.4 mi / 11.9 km)
  • Coastal Maine Botanical Gardens (8.9 mi / 14.3 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 most popular type of holiday home accommodation in Chamberlain?
Based on our research, cottages are the most popular type of holiday property in Chamberlain. But of course, everyone's idea of an awesome stay can vary. Stayz has holiday homes with every shape, size and budget in mind, and we'll help you locate the perfect match.
How much does it cost to rent a holiday home in Chamberlain?
The average price for a holiday home in Chamberlain is based on several factors, including property type, length of stay and season. Whether you'd like a sprawling villa with room to move around or a cosy condo that's perfect for two, just enter your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Chamberlain?
The average price for a holiday home close to the beach in Chamberlain depends on when you'll be there and the style and size of property you want. Find prices quickly and easily on Stayz by entering your preferred travel dates. Then use the filters to select the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Chamberlain?
Pack a tug toy and treats for your beloved pooch because Chamberlain has eight stays that open their doors to pets. Let your happy hound enjoy fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your travel dates then check our "Pets allowed" filter box.
What are popular home amenities in Chamberlain?
When it comes to home amenities that people prefer in Chamberlain, a garden, a barbecue grill and a water view are the most popular. With Stayz holiday homes, there are options to fit your taste and style, whether you're going on a holiday with family, friends or even pets.
Are there large group holiday homes in Chamberlain?
With six Chamberlain holiday homes that can accommodate five or more people, you can bring a few extra buddies or family members along. Whether you're planning a casual get-together or a special event, Stayz will help you find the perfect space to match the occasion.
Are there holiday homes in Chamberlain that welcome kids?
Chamberlain has eight family-friendly holiday homes to pick from. And discovering a stay that welcomes little ones is a breeze with our "Properties good for families" filter. On top of having the entire place to yourselves, you'll enjoy access to conveniences and perks like multiple bedrooms, pools and kitchens.
What are the top attractions for families in Chamberlain?
There are plenty of exciting things to see and do with the family in Chamberlain, including:
  • Boothbay Railway Village
  • Boothbay Railway Village
  • Maine State Aquarium
Are there holiday homes with WiFi in Chamberlain?
Whether you want to keep up to date with the news, send some emails or update your social media accounts, there are three holiday homes with WiFi in Chamberlain. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Chamberlain?
We recommend checking with the Chamberlain holiday property you want on Stayz as age restrictions differ. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Chamberlain for?
The amount of time you can stay in a Chamberlain holiday home for varies depending on the property. Simply put in your preferred travel dates to browse options that offer long-term stays. They feature everything you need to make your extended trip more convenient and enjoyable, such as kitchens and laundries. Some holiday homes might also offer weekly or monthly discounts, so you can stick around for longer for less.

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