
Holiday rentals with breakfast in Kittery
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Kittery

Total holiday rentals
Explore 40 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at $156 NZD per night before taxes and fees

Verified guest reviews
Over 5,030 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
40 of Kittery holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kittery rentals

4.8 Average rating
Kittery stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Holiday Accommodation with Breakfast in Kittery
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

The Mason Suite of Salem
*We have THE BEST location in all of Salem! Take a look at our reviews!* The Mason Suite is a boutique lodging experience with all the comforts of home! Built in 1844 and nestled among Salem's most prized architecture, the Suite is just steps from the Witch Museum, bustle of the pedestrian mall, and Salem Common! Recently renovated from top to bottom! You'll be surrounded by fine furnishings, culture and history! The location is 10/10! We strive to provide you with the ideal Salem experience!

Charming 2 Bedroom Apartment in Historic Ipswich.
In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

The Creaky Cauldron-Wizards and Witches Welcome!
Welcome to The Creaky Cauldron, an enchanting escape inspired by the world of witches and wizards located in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house or subject to give our guests an immersive experience. Each of our 7 rooms is inspired by each of the 7 books in our favorite magical fantasy series.

The Ghoul’s Attic-For 90s Witches and Wannabes
No ghoulies or ghosties here--just a unique and magical escape inspired by everyone's favorite school of magic--located upstairs at The Creaky Cauldron B&B in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house and/or subject to give our guests an immersive experience in the world of witchcraft and wizardry.

The Nest! VERY CLEAN! Near downtown! Self check-in
**Please note: As of Summer 2026, Airbnb has shifted its service fee from guests to hosts. My rates & fees have been adjusted to reflect this change, not to increase my profit. The total ending cost to guests remains the same as before. :) Welcome to The Nest! We offer a beautiful private studio suite in Kennebunk, Maine! We are half a mile from downtown Kennebunk Village and less than 15 minutes to Kennebunkport and local beaches! A keyless entry makes check-in a breeze!

Lovely Waterfront Seacoast Suite
Cozy waterfront suite , king size bedroom perfect for a relaxing escape. Just minutes from Portsmouth and Durham, it’s ideal for a romantic getaway, attending a local event, or visiting the University of New Hampshire. Enjoy a private patio and waterfront deck featuring a seasonally heated dome and a year-round fire pit. A duraflame log for winter use in the living room fireplace. You’ll find many nice extras here. Peaceful coastal charm near the New Hampshire–Maine border.

History Steps from the Beach
If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.
Popular amenities for Kittery Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Explore Portland from a 18th-Century Victorian

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

The Sandpiper Cottage at Goose Rocks Beach

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Top Deck - Portland Property with Views!

Rocky Neck Retreat

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Mountain River Spacious Country Stu
Apartment rentals with breakfast

Charming Victorian farmhouse 1880's bedrooms-2

3 room suite, 24 miles to Boston, British decor

Maria's Casa

Brenda and Phil's Place

Charming Saltwater Farm apartment

Spacious, airy apt., steps from Eastern Promenade

West End 1 Bedroom Apartment, sunny & bright

Southside Suites
Bed and breakfast rentals with breakfast

~ Brookhirst Farm ~ 3 Bedrooms, 2 Full Baths

Ogunquit Tranquil Setting near Perkins Cove

Bright and sunny 1 bed with adjacent lounge area

Arlington Craftsman Blue Room, Int. Well Restored

Seaside Gardens guest room private floor by beach

Private living/dining/ kitchenette - Treetop Suite

Cabin in the Woods near river

Private Suite with deck/view/ocean access!
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $467 NZD | $425 NZD | $394 NZD | $344 NZD | $475 NZD | $473 NZD | $544 NZD | $586 NZD | $543 NZD | $541 NZD | $510 NZD | $422 NZD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
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- Canobie Lake Park
- Willard Beach
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- East End Beach
- Gooch's Beach
- Snhu Arena
- Good Harbor Beach
- Jenness Beach
- Salem Willows Park
- Salisbury Beach
- Gunstock Mountain Resort
- Hills Beach
- Salem Witch Museum
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