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Holiday rentals with breakfast in Brookline

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Brookline Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Top Guest favourite
Private room in Salem
4.99 out of 5 average rating, 181 reviews

Blake’s Bungalow Large Room with King Bed

KetlynRating, 5 stars5 days ago
Enchanting Stay in Salem - Highly Recommended! I had the pleasure of staying at this charming Airbnb in Salem, and I can't recommend it enough. The hosts were incredibly kind and accommodating, making my experience truly special. Upon arrival, the city was drenched in rain, but Wendy, one of the hosts, went above and beyond. She lent me her umbrella so I could explore Salem without getting soaked such a thoughtful gesture! The room I stayed in was straight out of a magical movie. It had a cozy, whimsical vibe that perfectly matched Salem's enchanting atmosphere. It felt like I had stepped into a world of witches and wonder. As my departure approached, I was touched when the hosts offered to store my luggage at their home while I took one last stroll around the city before catching my train. This extra kindness made my trip even more memorable. If you're planning a visit to Salem, this Airbnb is a must-book. The hosts' warmth and the home's charm will make your stay unforgettable.
Home in Cambridge

Modern Family Oasis near Harvard

SandraRating, 5 stars1 month ago
The house was very clean and organized. Additional seating in the living room would be nice and kings beds instead of queen size beds would be better. They left snacks and bottle water for us to have which was appreciated, but we found open gallons of beverages and open food packages in the refrigerator. We also questioned the sign in the kitchen stating no cooking allowed. Honestly, that’s why we stay at Airbnb’s Overall, our stay was comfortable.
Top Guest favourite
Private room in Wellesley
4.99 out of 5 average rating, 191 reviews

The 1850 Morse Home with award-winning updates

HughRating, 5 stars3 weeks ago
Staying at Marylin’s felt like visiting a relative (one you actually like). She made us feel like family. The home and garden are beautiful, the area is peaceful and idyllic, and the accommodations were better than described. Marylin is warm, gracious, and full of wonderful stories. We usually keep to ourselves and this was our first time sharing a space, but she made it feel easy and natural. She was never intrusive, always respectful of our privacy, yet a joy to talk with. Where else can you cover art, computer programming, literature, and gardening over coffee? She served breakfast daily and provided excellent tips on where to explore. The location is ideal, with Wellesley College, the town center, and a scenic trail along Morse Lake all within walking distance. And then there is Lily, the sweetest little puppy. Playing fetch with her was pure joy. The room was spotless, the bed super comfy. Marylin is a treasure. A bad review of her would say more about the guest than the host.
Home in Randolph
4.45 out of 5 average rating, 11 reviews

Comfortable and Convenient 3 Bed Home

MerlandeRating, 5 stars4 days ago
Absolutely perfect stay! The place was spotless, beautifully decorated, and exactly as described—if not better. The host was incredibly responsive, friendly, and made sure everything was smooth from check-in to check-out. The location was ideal, close to everything we needed but still peaceful and quiet. Would 100% stay here again and recommend it to anyone looking for a comfortable and hassle-free experience!
Superhost
Home in Charlestown
5 out of 5 average rating, 4 reviews

4BR - Visit Boston Like a Local!

AnnRating, 5 stars9 months ago
From the moment we stepped into this wonderful house in Charlestown we felt instantly at home. Every inch of the home is beautiful and the house is on the historic registry. Megan and Victor were amazing hosts, responding immediately to any question we had. We will definitely be staying there again when we travel to Charlestown. (Hopefully it will be available! 🤞)
Superhost
Private room in Lexington
4.93 out of 5 average rating, 112 reviews

2 rooms and private bath in Historic Lexington!

LynnRating, 5 stars7 months ago
Let me start with this: THESE HOSTS MAKE THEIR OWN MAPLE SYRUP. As if that weren’t enough, they were warm and welcoming, making me comfortable in their home from moment one. The space was cozy and exactly what I needed—and walking distance from beautiful wooded conservation land. And Deborah’s breakfast—and conversation—were truly a delicious, sweet, and savory way to start the day. I hope to be back!
Top Guest favourite
Private room in Dorchester
4.96 out of 5 average rating, 427 reviews

219 on the Ocean with Private Bath

BellaRating, 5 stars5 days ago
Nice place and good location near the seaport. Recommended if you want to stay at south part of Boston. Robin is a nice host.
Guest favourite
Private room in Billerica
4.85 out of 5 average rating, 363 reviews

Bedroom and sitting room in Lakeside Home

ElannaRating, 5 stars2 weeks ago
Carols place is a hidden gem. It was such a peaceful space to rest our heads at night, and it was an absolute joy to wake up to the sounds and view of nature. We would come back in a heartbeat.

Apartment rentals with breakfast

Top Guest favourite
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 194 reviews

Two bedroom Apt with a deck

CindieRating, 5 stars3 weeks ago
This was the cutest place! We all loved the garden space. The deck was very inviting. Rhona was kind enough to leave English muffins and butter for us. The selection of tea was fabulous! The bouquet and house plants made it feel very homey. There was an area close by that had a convenience store, a Dunkin Donuts, and a few decent restaurants. We would stay here again if we come back.
Top Guest favourite
Apartment in Salem
4.99 out of 5 average rating, 354 reviews

Maria's Casa

DanielleRating, 5 stars1 week ago
This place was amazing. I would come back here. I feel like we won the Airbnb lottery. It is nice to have a host that is a real person and not a company. This place is well taken care of. 1. It was much larger than I was expecting. 2. It was so clean. Probably the cleanest Airbnb I have been to. 3. There were basics in the cabinets like coffee and creamer ( such a nice touch). and some items in the fridge and freezer which made it really easy to start our day. 4. It was beautifully decorated and the garden was so pretty and nice to take coffee and wine out there. 5. We were here in the spring and it was an easy walk into town(15-20 minutes). We both like walking, but there was a spot for a car if needed. Thank you for such a wonderful time.!!
Apartment in Lynn
4.44 out of 5 average rating, 9 reviews

Charmer 2 bdr near the beaches

AbdoRating, 5 stars2 months ago
I loved staying here—every little detail was so stylish and cozy, like something out of a magazine. Spotlessly clean, a kitchen that had everything we needed, and the beds? So comfy I didn’t want to get up! Kreemo was the BEST—super quick to reply and just really nice. It’s just a short walk to Lynn Beach, perfect for a stroll or just soaking in the ocean vibes. 100% booking this again next time!
Apartment in Roxbury
4.68 out of 5 average rating, 34 reviews

Cozy 1 Bedroom in the Heart of Boston!

KatyRating, 5 stars2 weeks ago
Lavette put a lot of care into making sure her place was very welcoming and thought of lots of little things many bnb hosts do not. Neighborhood was quiet and the bed was as comfy. The kitchen had the basics like oil/spices/cookware which was nice. The towel warmer felt especially luxurious! As others mention, make sure you read the additional rules as there are a handful in addition to the bnb regulars you expect. If you are bringing a guest they will need to make an airbnb account and verify their identity if they have not already, which is not something we’ve been asked in the past, just as a heads up. Overall a lovely place to stay
Superhost
Apartment in Milton
New place to stay

14/2 - 5BR Milton | Spacious Home near Blue Hills

BonnieRating, 5 stars3 weeks ago
David & Jenny’s place was exactly as described. We felt welcomed there and their communication was top notch! We had an enjoyable stay and recommend them as hosts!
Guest favourite
Private room in Watertown
4.85 out of 5 average rating, 215 reviews

Bedroom w shared kitchen, bathroom & living room

Juan-AndresRating, 5 stars3 weeks ago
I used to live in the Boston area, and know what neighborhoods work well when I come back to visit. Watertown is one of them, with the 71 bus to Harvard Square, express bus to downtown Boston, and very nice surroundings reachable by bicycle (Blue Bikes) : Watertown, Belmont, Newton etc. --- so Patrick's location is great. The BnB itself works seamlessly, with Patrick upstairs and two other guests on the ground floor with me. A cleaner comes to tidy. All is provided. Patrick is always reachable. Arrival is easy with a code. Overall, exactly like a B and B is expected to work. Patrick also has full apartment available on the top floor that I would love to use when coming with others.
Apartment in Malden
4.76 out of 5 average rating, 119 reviews

Stunning 3-Bedroom Minutes From Boston & Everett

AmandaRating, 5 stars3 months ago
Great location, apartment was clean and looked like the photos. Very comfortable, all amenities within the apartment, we did tend to eat out, but everything was available if, we had wanted to cook in. Beds were very comfortable 😴😴. Linen & towels were spotless and a beautiful clean smell from them. Washer and dryer was a fab bonus 🥰 Definitely would stay again, but you need a car to travel, Boston was 20 minutes by car, but we also got a train in, when it was snowing. Uber picked us up within 4 minutes and dropped us to train station which was about 5-6 minutes away. Amanda 🥰
Top Guest favourite
Apartment in Quincy
5 out of 5 average rating, 24 reviews

4BR 2BATH 7Beds.NearBOSTON-WOLLASTONBeach1a

MoniqueRating, 5 stars1 month ago
This place was cozy, comfortable, clean and quiet. Very responsive owner. Easy to get to the city by public transportation or car. Will stay again!

Bed and breakfast rentals with breakfast

Superhost
Private room in Chelsea
4.85 out of 5 average rating, 434 reviews

Private comfortable, colorful Red Room@Washburn!

ArkRating, 5 stars2 weeks ago
Donnell was wonderful. He communicated detailed information before and was very friendly and welcoming. The space was as advertised and was comfortable. Would stay again!
Top Guest favourite
Private room in Arlington
4.97 out of 5 average rating, 319 reviews

Arlington Craftsman Blue Room, Int. Well Restored

JorgeRating, 5 stars4 days ago
Great place, would stay again.
Top Guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 306 reviews

Smack dab between Harvard+Porter 2

LisaRating, 5 stars2 weeks ago
Connie’s place was a dream. I loved everything about it: the space, the comfort, the quiet, the location. And Connie herself is wonderful. I could t have imagined a better place to stay for my first time in Cambridge.
Guest favourite
Private room in Brookline
4.97 out of 5 average rating, 63 reviews

Queen Ann Brookline B&B M605 #2

BethRating, 5 stars3 weeks ago
Grace the owner was very nice. The house was magnificent if you appreciate Victorian architecture. But the first night our room was very hot and it seemed like there was no air conditioning. Other wise, it was perfect!
Guest favourite
Private room in Somerville
4.91 out of 5 average rating, 918 reviews

Peter • Best of Boston

AlisonRating, 5 stars4 days ago
We were just in for a quick evening but everything was communicated very appropriately.
Guest favourite
Private room in Salem
4.95 out of 5 average rating, 366 reviews

Witches Dorm-Salem School of Witchcraft

J MichaelRating, 5 stars2 weeks ago
A+. This place is why I come to Airbnb: unique, immersive, and full of character. I stayed in the Witches Dorm, and it felt like part of the adventure, not just a place to sleep. The decor was rich and authentic, and the common room was so cozy I spent hours writing and reading there. The 2 twin beds were comfy (even for a 6'1" guest.) Hope, the host, is fascinating and has some amazing stories, but also totally respects your space. She keeps the common area well-stocked with snacks, coffee, and drinks, which made mornings and late nights easy. Uber was always available and affordable (~$6–10), making it easy to get around if you don’t feel like walking the scenic 25–30 mins to downtown. The walk downtown can be super varied tho—walking along the coastline one day, thru a park the next, and a myriad of ways down tiny New England streets w cute houses all about the same travel time. My first time in Salem. Felt safe at all hours. Would absolutely stay at this property again. A+
Guest favourite
Private room in Quincy Center
4.91 out of 5 average rating, 121 reviews

Room with private 1/2 bath, a few 5 min walk to T

AiwenRating, 5 stars2 days ago
Clean, easy to find and easy access to public transportation. Host is very nice.
Guest favourite
Private room in Cambridge
4.83 out of 5 average rating, 191 reviews

A Room at the Top-sep. entrance, private bath

MarieRating, 5 stars1 week ago
Sad to be leaving. First morning I was awoken by the sounds of birds chitchatting and a warm inviting glow peeking through the windows. Open the French door and listen to the gentle rustling of leaves, the cool breeze flowing in. I could do this for longer. But it’s time to go back to reality. Thank you Joan for hosting. Your place is wonderful.

Quick stats about holiday rentals with breakfast included in Brookline

  • Total rentals

    70 properties

  • Nightly prices starting at

    $50 NZD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    70 properties include access to Wi-Fi

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