
Places to stay near Hadlock Field
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Hadlock Field
Guests agree: these stays are highly rated for location, cleanliness and more.

Quiet Comfy Victorian Escape
Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Thompson's Point Studio
Our charming studio apartment in the Libbytown neighborhood is walking distance to Thompson's Point & Amtrak (15 minutes!) and the trendy West End, while still being quiet and secluded. Enjoy a concert or Portland's famous restaurant scene and come home to a memory foam bed and all the little essentials like a white noise machine and a bar kit for homemade cocktails. We have been hosts for 8 years near Acadia National Park and are so excited to share our new home of Portland with guests as well!

The Portland Getaway - 3 Bed Apt w Historic Charm
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Parks, and More! Located in the Oakdale Neighborhood the unit features 3 spacious bedrooms, 2 trendy bathrooms, beautiful eat in kitchen, cute office space, living room, off street parking and a large fenced in backyard with a fire pit. Walking distance to local attractions and 5-10 min drive to the Old Port and Waterfront. Come stay and enjoy all that Portland has to offer!

Luxury One Bedroom Loft in Portland’s Old Port
Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Mary J. Eastburn House-Eastburn Suite
City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

Old Port Penthouse Suite - Amazing Harbor Views
CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Portland Back Cove Hideaway-1 BR- With Patio
Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Modern Studio Loft w/ Parking in Perfect Location
This spacious and comfortable studio loft is in a historic building in the heart of Portland's Arts District, where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Located on the quieter end of Oak Street, the studio is within walking distance of everything Portland's peninsula has to offer. Free parking for one car is provided in a nearby lot. 2026 City of Portland registration STHR 000854

Garrison Cove Studio
Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.

The Garden Cabin Tiny Home
Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C in the cabin. Please, no smokers, kids under 7, or guest pets. STHR-000718-2018

Cityscape Loft. Central Location
Beautiful, spacious, 1 bedroom heart of the city urban apartment featuring 12 foot ceilings, high end kitchen and bath, refinished hardwood floors in a location that is absolutely terrific. Amazing City Scape Views! This is a second floor apartment. Expect stairs. Sleeps 3 : 1 Bedroom with queen bed and there is a Futon in small auxiliary room.

Parking | Self-check-in | Washer+Dryer | Kitchen 5
This prime space is located just steps from Maine Medical Center, the Western Promenade, and close to many restaurants, bars and cafes in the neighborhood and is a quick mile walk to the heart of downtown Portland. This apartment is located on the third (top) floor with an exterior staircase exposed to the elements.
Popular amenities for holiday rentals near Hadlock Field
Condo rentals with Wi-Fi

⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient

First Floor Portland Condo 3 Bed 2 Bath + Parking

Walk to Top Dining • Boutique Stay • Parking

Portland 1 Bedroom Condo in the Arts District.

Luxury Condo in Downtown Portland Old Port

Renovated Exchange St. Loft w/Free Parking

Historic West End Condo 10 Minute Walk to Old Port

Cozy York - Spacious 2 Bedroom
Family-friendly house rentals

Cozy Maine Cottage • Near Jetport & Coast

Wren Cabin + Wood fired Sauna

Entire house w/king bed & parking near downtown!

LUX Designer Private Waterfront Hot Tub - Secluded

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

comfy cozy house with yard and central location

Explore Portland from a 18th-Century Victorian

Romantic Mirror cabin in the woods
Apartment rentals with air conditioning

In-town Artist Loft-walk to old port, waterfront

Large Sunny Apartment Near Downtown/Arts District

Spacious 1BR w/ In-Unit Laundry

Downtown Historical Victorian 2 BR APT

Garden Apartment Close to Everything

Luxury Retreat In Back Cove | 10 Min to Downtown

Safe, Quiet, Friendly area

Parking, Close to DT, Old Port, Thompson Pt
Other great holiday rentals near Hadlock Field

The Maine Frame | Modern A-Frame Cabin in Freeport

2BR w/ Parking | 5 Min to Downtown

West End Artist's Getaway

Spacious & Convenient 2 Bd/1 bath w/ Free Parking

Beautiful West End studio, hot tub, park free.

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

The Yankee Dugout

HotTub+Firepit/5 min to DockSquare, Dining, Beach
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- Scarborough Beach
- Pemaquid Beach
- Footbridge Beach
- Pemaquid Point Lighthouse
- East End Beach
- Cape Neddick Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Popham Beach State Park
- Cranmore Mountain Resort
- King Pine Ski Area
- Hills Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Pleasant Mountain Ski Area
- Fortunes Rocks Beach





