Family-friendly holiday rentals in Cape Elizabeth

Apartment in Cape Elizabeth

4.92 out of 5 average rating, 453 reviews

Coastal Farm Alpacas Goats

Beautiful Country Farm built in the 1800s. The space/apt at the farm includes 3 king bedrooms; first bedroom(1-2 guests)and second(3-4 guests)and third(5-6 guests) Only 8 minutes to Portland/Museums/IslandFerries-3min to beaches/state parks/lighthouses/marshes. Hiking, cliffwalks, biking, kayaking, surfing, fishing, lobstering, brewery tours.Rented to one party at a time. Bedroom availability based on total guest count. There is an extra charge for extra bedrooms. Alpacas and goats! Permit210742

Apartment in Cape Elizabeth

4.87 out of 5 average rating, 557 reviews

Portland & Beach & Lighthouses! Romantic! Lovely

Location! You get the BEACH + Portland in minutes! HUGE BEDRM Romantic canopy bed w/ lux linens Chaise lounge couch turns into twin bed TV Giant mirror for weddings etc 35’ Great Rm w/ TV Kitchen *quality pots etc New Q Sofa Bed Priv entrance Beachy Light filled tall ceilings Spacious for 2-can fit 5 pond/bridge firepit 2 decks+patio Teak Furniture Open views New bthrm A/C Parking No stairs/Garden Level All in Cape: Crescent Beach 2 Lights State Pk Portland Headlight Prtlnd 8 min! 210780

4.96 out of 5 average rating, 159 reviews

Apartment in Falmouth

Falmouth Waterfront Carriage House Apt

Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

4.84 out of 5 average rating, 558 reviews

Apartment in Portland

Clean & Safe Apt w/Parking-Close to Downtown

Your cute, cozy one bedroom apartment is close to all that Portland has to offer! Your home away from home, you have 1 GBPS Wifi, the fastest Portland offers along with a comfortable desk to work from. Centrally located, the space it is a short drive to all of the great restaurants, bars, shops, parks and more! It is close to the 295-N ramp (Freeport outlet shopping is just a few exits down).Our location blends city living with that “just-off-the-beaten-path” feel that offers pleasant rest.

4.96 out of 5 average rating, 321 reviews

Guesthouse in Portland

Beautiful large studio on the ocean.

PLEASE NOTE WE HAVE A 4 NIGHT MINIMUM STAY DURING THE SUMMER. Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

4.95 out of 5 average rating, 110 reviews

Home in Freeport

Waterfront, 5 Bedroom Home, just 3 min to Freeport

Large, luxury 5 bedroom home set on 3.5 acres tucked away in the woods on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility only 3 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean. Wolfes Neck State Park's stunning coastal trails and forests are close by and Portland's scenic Old Port is 20 minutes! Enjoy an authentic coastal Maine experience!

4.86 out of 5 average rating, 550 reviews

Apartment in Scarborough

Tiny Pine Point Beach Pad - comfy, cozy surf shed

Fondly referred to as “The Barnacle” this tiny beach pod is the perfect place to eat, sleep & shower. This efficient apartment is PERFECT for those who want to try tiny living! Call this home as you explore the beach, take a hike, enjoy day trips around the coast or check out the vibrant culture in Portland. Super comfy bed, Fully functional kitchen and bathroom have everything you need to prepare simple meals, take shelter from the elements and rest comfortably on vacation!

4.96 out of 5 average rating, 318 reviews

Apartment in Portland

2BR w/ Deck & Parking | 5 Min to Downtown

This 2-bedroom apartment offers a quiet retreat just 5 minutes from downtown Portland. With an open living area, modern furnishings, and a private deck, it’s ideal for small groups or families. Key Amenities • Sleeps 6: 2 queen beds + air mattress • Fully equipped kitchen + stainless appliances • Open-concept living room with Smart TV • Deck with outdoor seating • Radiant heat throughout • Free on-site + street parking • High-speed Wi-Fi • Keurig + complimentary tea & coffee

Apartment in South Portland

4.75 out of 5 average rating, 183 reviews

Sun Splashed- 2 BR, 1 Block from Willard Beach

Perfect summer vacation rental just 1 block from Willard Beach and next to Scratch bakery. Beautiful, sunny, 2 BR sleeps 6/ 2 therapedic beds (queen and full), and pull out sofa in LR, ACs, stocked kitchen, 43" 4K flat TV with hulu and Netflix, off-street parking, high speed wifi, free laundry, pack and play. Perfect Willard Beach plug and play vacation rental only 10 minute drive to Portland, and 5 to Ft. Williams. Restaurants in walking distance in great neighborhood!

Farm stay in Kennebunkport

4.96 out of 5 average rating, 114 reviews

Farmhouse Experience in a Beachside Community

2025 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

4.99 out of 5 average rating, 429 reviews

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.