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Family-friendly holiday rentals in Severna Park

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Quick stats about holiday rentals that are family-friendly in Severna Park

  • Total holiday rentals

    Explore 40 holiday rentals in Severna Park

  • Nightly prices starting at

    Severna Park holiday rentals start at $170 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Severna Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Severna Park rentals

  • 4.9 Average rating

    Severna Park stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Severna Park

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
An open layout living area features a kitchen equipped with stainless steel appliances and a breakfast bar with high stools. A dining table is visible in the background near large windows. The space is complemented by two leather couches and light hardwood flooring.
Home in Arnold

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Indoor spacesFamilyNearby

4.91 out of 5 average rating, 152 reviews
Superhost
A large, two-story home with a welcoming front porch is set amidst a spacious green lawn. The house features a grey exterior with white trim and multiple windows, surrounded by trees and landscaping, creating a peaceful and private atmosphere.
Home in Severn

Large Home w/ Private Pool, Gym, Sauna, 7 Bedrooms

Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, and a massive family room with 10 ft ceilings, and a 67 " Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, a fire pit, & a grill. Ideal for family events, quiet getaways, sports teams, & business meetings. You are able to have your l

Indoor spacesFamilyHospitality

4.86 out of 5 average rating, 222 reviews
Top Guest favourite
A well-lit living area features a black piano along one wall, with a wooden cabinet displaying books and decorations nearby. A fireplace is set within a white brick surround, and a flat-screen TV is mounted above. Comfortable seating is arranged for relaxation.
Guest suite in Arnold

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

KitchenFamilyOutdoor spaces

4.96 out of 5 average rating, 762 reviews
Top Guest favourite
An 80-foot private pier extends over calm water, lined with posts and surrounded by greenery. Two personal watercraft and a yellow pedal duck are visible at the end of the dock. The tranquil scene is enhanced by a blue sky with scattered clouds.
Home in Riviera Beach

Waterfront Cheerful 5 home

Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 4 Bathroom .one bedroom on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

FamilyKitchenParking

4.95 out of 5 average rating, 178 reviews
Guest favourite
A tranquil view of the Chesapeake Bay is captured, showcasing a grassy expanse leading to the water. Two stone boundary walls are visible, framing the lush landscape. A solitary beach umbrella and chair rest on the shore, inviting relaxation by the calm water.
Home in Cape St. Claire

Country House on the Bay

My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.

KitchenFamilyParks

4.9 out of 5 average rating, 228 reviews
Guest favourite
Guest suite in Annapolis

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

Indoor spacesFamilyAccess

4.94 out of 5 average rating, 145 reviews
Top Guest favourite
Home in Odenton

Train Tracks Getaway (Whole house)

All aboard for comfort and charm at Train Track Getaway! This cozy Odenton home is perfect for families and friends, with easy MARC train access to D.C. and Baltimore. Enjoy pancakes on the back porch and marshmallows by the firepit—yes, we’ve got the s’mores kit ready! Inside offers comfy beds, a full kitchen, and space to relax or play. Whether you're visiting Fort Meade or just unwinding, this is your laid-back home base for fun, family, and firepit vibes.

FamilyKitchenTV

4.96 out of 5 average rating, 107 reviews
Top Guest favourite
A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.
Place to stay in Glen Burnie

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

KitchenFamilyCleanliness

4.94 out of 5 average rating, 408 reviews
Top Guest favourite
A spiral staircase leads to a lofted sleeping area in a well-lit living space. Warm wood tones are present in the furniture and flooring. A small kitchen area is visible, along with a dining table set for four. Lighting fixtures enhance the modern feel.
Guesthouse in Annapolis

Garden View, 1 Bedroom and a Loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Indoor spacesFamilyPets

4.99 out of 5 average rating, 165 reviews
Top Guest favourite
Cottage in Annapolis

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

KitchenIndoor spacesLayout

4.98 out of 5 average rating, 164 reviews
Top Guest favourite
A spacious bedroom is showcased with a king bed dressed in neutral linens and accented by two blue decorative pillows. Natural light filters through the two windows beside the bed, and a coastal-themed artwork adorns the wall above. Two bedside lamps provide additional soft lighting.
Guest suite in Arnold

Coastal Comfort Retreat near Annapolis, EV charger

Escape to a cozy, modern retreat just 4 miles from downtown Annapolis. This intimate king suite offers a private seating area, kitchenette, & TV. The ensuite bathroom features a luxurious shower. Relax in peace and comfort after exploring Annapolis or attending local events. Reach out anytime with questions or special requests—we’re happy to help make your stay memorable!

KitchenIndoor spacesOutdoor spaces

4.94 out of 5 average rating, 226 reviews
Top Guest favourite
A screened-in porch provides a serene setting with two wicker chairs facing a small table. Peaceful views of the calm waterfront and surrounding greenery are visible, enhancing the connection with nature.
Home in Glen Burnie

12 M to Naval Academy | Waterfront Paradise

Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.

FamilyKitchenParking

4.97 out of 5 average rating, 183 reviews

Popular amenities for Severna Park family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A Bullfrog hot tub is situated under a wooden gazebo, with water glistening in sunlight. A plush robe is draped over the edge alongside a straw hat and a rolled towel. A grassy area and wooden privacy fence complete the serene outdoor setting.
Home in Cape St. Claire

Beach Access, Hot Tub, Pet Friendly, Fully Fenced

Indoor spacesFamilyHospitality

4.99 out of 5 average rating, 142 reviews
Top Guest favourite
Apartment in Arnold

Celebrate Summer In Your Private Pool & Hot Tub

FamilyKitchenView

4.96 out of 5 average rating, 196 reviews
Top Guest favourite
A screened porch features a hanging bench swing with cushions in shades of blue and nautical motifs. A small chair stands nearby, adorned with a decorative pillow. Tall curtains frame the space, providing a relaxed and inviting atmosphere surrounded by greenery.
Cottage in Annapolis

Charming City Oasis. Walk to harbor, eateries.USNA

Indoor spacesFamilySleep quality

4.87 out of 5 average rating, 116 reviews
Top Guest favourite
Home in Shady Side

Iconic Chesapeake. Unparalleled Luxury.

Indoor spacesFamilyQuiet

5.0 out of 5 average rating, 214 reviews
Guest favourite
A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.
Home in Edgewater

Luxury Modern Home on Water+Hotub- Annapolis 25min

Indoor spacesKitchenCleanliness

4.99 out of 5 average rating, 145 reviews
Top Guest favourite
Apartment in Upper Marlboro

Kone Oasis- hot tub, pool, theater/game rm.

Indoor spacesKitchenBarbecue

4.94 out of 5 average rating, 215 reviews
Top Guest favourite
A spacious backyard features a pool surrounded by a paved patio. Comfortable lounge chairs and umbrellas are positioned for relaxation. The two-story house with a deck overlooks the inviting pool area, flanked by lush greenery and colorful landscaping.
Home in Edgewater

Chesapeake Bay Beach House with Pool and Hot Tub

FamilyKitchenValue

4.98 out of 5 average rating, 100 reviews
Guest favourite
A serene waterfront scene is captured at dusk, featuring a dock illuminated by soft lighting. A swing sits beneath a large tree, providing a peaceful spot to relax while overlooking the calm water.
Home in Grasonville

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Indoor spacesFamilyDecor

4.95 out of 5 average rating, 310 reviews

Family- and pet-friendly home rentals

Guest favourite
A shaded seating area is arranged under a gazebo, featuring a woven outdoor sofa and chairs in warm orange cushions. A central fire pit table complements the setting, surrounded by a patterned outdoor rug on a paved surface, with a fenced backyard visible in the background.
Home in Annapolis

Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths

KitchenFamilyParks

4.96 out of 5 average rating, 150 reviews
Top Guest favourite
A charming cottage is nestled among lush trees, featuring a spacious yard of green grass. Ample sunlight filters through the leaves, casting playful shadows. The exterior showcases a combination of windows and porch areas, offering a welcoming appearance in a serene environment.
Cottage in Pasadena

Ft. Smallwood Overlook. Waterfront with Kayaks!

KitchenIndoor spacesParking

4.96 out of 5 average rating, 195 reviews
Guest favourite
A tranquil bedroom features a spacious bed adorned with a patterned throw and neatly arranged pillows. A modern lamp and decorative mirror enhance the ambiance, while natural light enters through a unique shaped window. A soft towel is elegantly rolled on the bed.
Home in Annapolis

The Navy House-Walk or Shuttle Downtown! 3 bd

FamilyKitchenBeach

4.93 out of 5 average rating, 206 reviews
Top Guest favourite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis

Relaxing Water Views - Mill Creek Cottage

KitchenFamilyHeating

4.97 out of 5 average rating, 470 reviews
Top Guest favourite
Two blue Adirondack chairs are positioned on a leaf-covered area, facing a tranquil body of water. Surrounding trees provide a natural frame, with autumn foliage adding warm colors. In the background, a wooden dock and shelter are visible along the water's edge.
Cottage in Annapolis

Waterfront farm retreat for vacation & telework

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 162 reviews
Guest favourite
The entrance features double glass doors framed by a wooden deck. Seasonal potted plants, including vibrant flowers and greenery, are arranged on either side, while a small pumpkin adds a festive touch. A decorative light fixture hangs nearby, enhancing the welcoming appearance.
Cottage in Glen Burnie

Home away from home

FamilyIndoor spacesLocation

4.92 out of 5 average rating, 246 reviews
Top Guest favourite
A serene outdoor patio area features manicured hedges and a stone path. A seating arrangement is visible, surrounded by greenery. A colorful flag and artwork hang on the fence, while flowering trees add a natural touch to the space, providing a cozy atmosphere.
Home in Annapolis

Historic Downtown in-law suite

KitchenFamilyCondition

4.96 out of 5 average rating, 260 reviews
Top Guest favourite
The cabin is surrounded by trees with fallen leaves, showcasing a rustic wooden exterior. A spacious deck is visible, bordered by a low wooden railing. A fire pit made of stones is situated in the front yard, inviting relaxation amidst the natural setting.
Cabin in Gambrills

Relaxing Cabin Get Away Near Annapolis & DC

KitchenIndoor spacesTV

4.91 out of 5 average rating, 188 reviews

Family-friendly home rentals with a pool

Top Guest favourite
An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.
Guesthouse in Annapolis

Coastal Waterfront 1 Bedroom Cottage

Indoor spacesFamilySleep quality

5.0 out of 5 average rating, 225 reviews
Top Guest favourite
A modern living area features a light-colored sofa adorned with a teal throw blanket. A round wooden table accompanied by metal chairs is positioned nearby. A decorative mirror and an abstract painting are displayed on the wall, while a stone fireplace adds a subtle touch of warmth.
Apartment in Stevensville

Boutique by the Bay

Indoor spacesFamilyBarbecue

4.97 out of 5 average rating, 312 reviews
Top Guest favourite
A living area features a gray couch adorned with decorative pillows against a light wall. A recliner is positioned nearby, and a wall-mounted Smart TV is visible. A dresser with a plant sits below the TV. Natural light streams in through nearby windows.
Condo in Annapolis

1st Floor Condo in Annapolis

Indoor spacesKitchenCondition

4.96 out of 5 average rating, 172 reviews
Top Guest favourite
The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.
Guesthouse in Stevensville

Waterfront-View of Bay from your Bed

Indoor spacesKitchenView

4.99 out of 5 average rating, 364 reviews
Top Guest favourite
A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.
Guest suite in Catonsville

Rollingside: Two-Room Guest Suite

FamilyIndoor spacesWalkability

4.94 out of 5 average rating, 580 reviews
Guest favourite
A cozy sleeping area features a spacious bed with cotton bedding and decorative pillows. Natural light enters through a window, highlighting the minimalist design. An ottoman rests at the foot of the bed, with a bedside table and a storage unit visible in the space.
Tiny home in Glen Burnie

Secluded Tiny House With your own Private Pool

Indoor spacesKitchenAccuracy

4.87 out of 5 average rating, 117 reviews
Guest favourite
An aerial view captures the expansive property, featuring a large home surrounded by lush green lawns and mature trees. A heated in-ground pool is visible in the backyard, adjacent to a serene water body, with an expansive landscape enhancing the tranquil setting.
Cabin in St. Michaels

True St. Michaels 6 Acre Waterfront w/heated pool

Indoor spacesFamilyBathroom

4.99 out of 5 average rating, 125 reviews
Top Guest favourite
Condo in Annapolis

Captains Quarters | Waterfront & Pool

FamilyKitchenAccess

4.98 out of 5 average rating, 121 reviews

When is the best time to visit Severna Park?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$331 NZD$394 NZD$377 NZD$450 NZD$497 NZD$492 NZD$577 NZD$579 NZD$490 NZD$490 NZD$465 NZD$490 NZD
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